Name: 3963-62-0|2,2-Diphenylethanamine|96%
Brand: Ambeed
SKU: A510295
Price: 6.0 USD
Availability: InStock
Rating: 92 (35 reviews)

1
[ 108-97-4 ]
[ 3963-62-0 ]
1-(2,2-diphenyl-ethyl)-1H-pyridin-4-one [ No CAS ]

Reference： [1]Journal of the American Chemical Society,1947,vol. 69,p. 858

2
[ 86-29-3 ]
[ 3963-62-0 ]

Yield	Reaction Conditions	Operation in experiment
98.5%	With triethylamine alane In tetrahydrofuran for 1h; Ambient temperature;
90%	With ammonia; hydrogen In toluene at 120℃; for 16h; Autoclave;
	With lithium aluminium tetrahydride; diethyl ether

	With ethanol; sodium; nickel Hydrogenation;
	With methanol; sodium; nickel Hydrogenation;
	With acetic acid ester; ethanol; nickel Hydrogenation_.Reagens: Wasser;
	With sodium hydroxide; platinized nickel Hydrogenation;
	With ethanol; ammonia; nickel at 100℃; Hydrogenation;
	With lithium aluminium tetrahydride; aluminium trichloride; diethyl ether
	With lithium aluminium tetrahydride In diethyl ether
	With ammonium hydroxide; hydrogen
	With hydrogenchloride; dimethylsulfide borane complex 1.) THF, reflux, 0.25 h, 2.) reflux, 0.5 h; Yield given. Multistep reaction;
	With tetra(n-butyl)ammonium borohydride In dichloromethane for 10h; Heating;
75 %Chromat.	With sodium tetrahydroborate; water at 35℃; for 1h;	General procedure for the reduction of nitroarenes and benzonitriles General procedure: In a 25mL round bottom flask, CuNP/WS was added into amixed solution containing 5mL doubly distilled water and 1 mmol nitroarene or benzonitrile. Next, 4 mmol NaBH4 was added in 4 portions to the reaction mixture and stirredat room temperature for the appropriate amount of time. The progress of the reaction was monitored by TLC [usingethyl acetate/n-hexane as eluent: 1/5]. After completion of the reaction, the reaction mixture was filtered off and thecatalyst rinsed twice with dichloromethane. The organic extracts were washed with H2O, dried over MgSO4 and evaporated in vacuo to give corresponding amines.
	With hydrogen In ethyl acetate at 60℃; Flow reactor;

Reference： [1]Cha, Jin Soon; Brown, Herbert C. [Journal of Organic Chemistry, 1993, vol. 58, # 15, p. 3974 - 3979]
[2]Murugesan, Kathiravan; Senthamarai, Thirusangumurugan; Sohail, Manzar; Alshammari, Ahmad S.; Pohl, Marga-Martina; Beller, Matthias; Jagadeesh, Rajenahally V. [Chemical Science, 2018, vol. 9, # 45, p. 8553 - 8560]
[3]Huisgen; Ruechardt [Justus Liebigs Annalen der Chemie, 1956, vol. 601, p. 21,31]
[4]Benoit et al. [Annales Pharmaceutiques Francaises, 1952, vol. 10, p. 181,186]
[5]Kotschhetkow; Petrutschenko [Zhurnal Obshchei Khimii, 1958, vol. 28, p. 2252,2254,2255;engl.Ausg.S.2288.2289,2290]
[6]Rupe; Gisiger [Helvetica Chimica Acta, 1925, vol. 8, p. 349]
[7]Decombe [Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1946, vol. 222, p. 90]
[8]Freeman; Ringk; Spoerri [Journal of the American Chemical Society, 1947, vol. 69, p. 858]
[9]Nystrom [Journal of the American Chemical Society, 1955, vol. 77, p. 2544]
[10]Eiden; Iwan [Archiv der Pharmazie und Berichte der Deutschen Pharmazeutischen Gesellschaft, 1970, vol. 303, # 7, p. 612 - 617]
[11]Rajsner,M. et al. [Collection of Czechoslovak Chemical Communications, 1963, vol. 28, p. 1031 - 1043]
[12]Brown, Herbert C.; Choi, Yong Moon; Narasimhan, S. [Synthesis, 1981, # 8, p. 605 - 606]
[13]Wakamatsu, Takeshi; Inaki, Harumi; Ogawa, Akemi; Watanabe, Masako; Ban, Yoshio [Heterocycles, 1980, vol. 14, # 10, p. 1437 - 1440]
[14]Zamani, Asghar; Poursattar Marjani, Ahmad; Nikoo, Abbas; Heidarpour, Mojtaba; Dehghan, Ahmad [Inorganic and Nano-Metal Chemistry, 2018, vol. 48, # 3, p. 176 - 181]
[15]Mészáros, Rebeka; Peng, Bai-Jing; Ötvös, Sándor B.; Yang, Shyh-Chyun; Fülöp, Ferenc [ChemPlusChem, 2019, vol. 84, # 10, p. 1508 - 1511]

3
[ 3963-62-0 ]
[ 98-88-4 ]
[ 77198-90-4 ]

Yield	Reaction Conditions	Operation in experiment
95%	With sodium hydroxide In water at 0℃; for 1h;
83%	With sodium hydroxide In dichloromethane; water at 0℃; for 0.166667h;
67%	With N,N-dimethyl acetamide at 0 - 23℃; for 1.5h; Green chemistry;	Amide Formation of 4g (Figure 1) A solution of acid chloride 3-4g (1.4247 g, 10.14 mmol) in DMAC (5mL) was prepared at r.t. The solution was transferred to a 30 mL round-bottomed flask and cooled to 0 °C (ice-water bath). While stirring and cooling at 0 °C, a solution of amine 2-4g (2.2351 g, 11.33mmol) in DMAC (5 mL) was added over 8 min at 0 °C. The mixture was stirred at 0 °C for 10 min. The ice bath was replaced with a water bath and the mixture was stirred at 23 °C for 1.5 h. The completion of the reaction was confirmed by TLC, and H2O (20 mL) was added. A white precipitate was formed and the mixture was stirred overnight. The solid was filtered by suction, washed with H2O (100 mL), anddried in vacuum. The precipitated amide 4g was obtained as a white powder (2.0365 g, 67%); mp 144-145 °C; mp 145-146 °C (colorless needles after recrystallized from MeOH). The product was pure enough to give a satisfactory combustion analysis without further purification.1H NMR (400 MHz, CDCl3): δ= 7.571 (2 H, d, J= 7.2 Hz), 7.44 (1 H, tt,J= 7.4, 1.2 Hz), 7.372-7.213 (12 H, m), 4.325 (1 H, t, J= 8.0 Hz), 4.089(2 H, dd, J= 8.0 Hz, 6.0 Hz).13C NMR (100 MHz, CDCl3): δ= 167.60, 141.95, 134.70, 131.53,128.93, 128.65, 128.21, 127.05, 126.90, 50.65, 44.38.HRMS (ESI-TOF): m/z [M + Na]+) calcd for C21H19NONa: 324.1359;found: 324.1363.Anal. Calcd for C21H19NO: C, 83.69; H,6.35; N, 4.65. Found: C, 83.40; H,6.50; N, 4.66.

	With pyridine
	With sodium hydroxide
	With sodium hydroxide at 0℃; for 2h;

Reference： [1]Nagubandi, Sreeramulu; Fodor, G. [Journal of Heterocyclic Chemistry, 1980, vol. 17, p. 1457 - 1463]
[2]Kurouchi, Hiroaki [Chemical Communications, 2020, vol. 56, # 59, p. 8313 - 8316]
[3]Otsuka, Rikuto; Maruhashi, Kazuo; Ohwada, Tomohiko [Synthesis, 2018, vol. 50, # 10, p. 2041 - 2057]
[4]Rupe; Gisiger [Helvetica Chimica Acta, 1925, vol. 8, p. 349]
[5]Levy; Gallais [Bulletin de la Societe Chimique de France, 1928, vol. <4> 43, p. 865]
[6]Nagubandi, Sreeramulu [Organic Mass Spectrometry, 1980, vol. 15, # 10, p. 535 - 538]

4
[ 2004-07-1 ]
[ 3963-62-0 ]
[ 98383-43-8 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In ethanol; hexane; water;	EXAMPLE 2 N6 -(2,2-Diphenylethyl)-2-aminoadenosine A mixture of 1.25 g of 6-chloro-2-amino-9-(beta-D-ribofuranosyl)purine, 0.899 g of 2,2-diphenylethylamine and 0.503 g of triethylamine is heated under reflux in 30 ml of absolute ethanol under a nitrogen atmosphere for 18 hours. The solvent is evaporated to dryness and residue is treated with 50 ml of cold water. The insoluble organic material is filtered, dried, and purified by medium pressure liquid chromatography on silica gel. The product is eluted with 10% methanol-chloroform. Evaporation of the solvent from the pure fractions affords a colorless solid material. Crystallization from a mixture of CHCl3 -2-propanol (10:1) and hexane affords N6 -(2,2-diphenylethyl)-2-aminoadenosine, mp 134-137 C. Anal. Calcd. for C24 H26 N6 O4 C, 62.32; H, 5.66; N, 18.17 Found: C, 62.18; H, 5.53; N, 17.88
	With triethylamine; In ethanol; hexane; water;	EXAMPLE 4 N6 -(2,2-Diphenylethyl)-2-aminoadenosine A mixture of 1.25 g of 6-chloro-2-amino-9-(beta-D-ribofuranosyl)purine, 0.899 g of 2,2-diphenylethylamine and 0.503 g of triethylamine is heated under reflux in 30 ml of absolute ethanol under a nitrogen atmosphere for 18 hours. The solvent is evaporated to dryness and residue is treated with 50 ml of cold water. The insoluble organic material is filtered, dried, and purified by medium pressure liquid chromatography on silica gel. The product is eluted with 10% methanol-chloroform. Evaporation of the solvent from the pure fractions affords a colorless solid material. Crystallization from a mixture of CHCl3 -2-propanol (10:1) and hexane affords N6 -(2,2-diphenylethyl)-2-aminoadenosine, mp 134-137 C. Anal. Calcd. for C24 H26 N6 O4: C, 62.32; H, 5.66; N, 18.17. Found: C, 62.18; H, 5.53; N, 17.88.

Reference： [1]Journal of medicinal chemistry,1989,vol. 32,p. 1667 - 1673
[2]Journal of Medicinal Chemistry,2000,vol. 43,p. 4135 - 4150
[3]Patent: US4582823,1986,A
[4]Patent: US4657897,1987,A

5
[ 2346-74-9 ]
[ 3963-62-0 ]
[ 135394-02-4 ]

Reference： [1]Journal of Medicinal Chemistry,1991,vol. 34,p. 2877 - 2882

6
[ 3963-62-0 ]
[ 175353-92-1 ]
[ 175354-01-5 ]

Yield	Reaction Conditions	Operation in experiment
99%	With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 20h;

Reference： [1]Cheng; Cheng, Soan; Comer; Comer, Daniel D.; Williams; Williams, John P.; Myers; Myers, Peter L.; Boger; Boger, Dale L. [Journal of the American Chemical Society, 1996, vol. 118, # 11, p. 2567 - 2573]

7
[ 3963-62-0 ]
[ 175354-29-7 ]
[ 175353-95-4 ]

Yield	Reaction Conditions	Operation in experiment
82%	With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 20h;

Reference： [1]Cheng; Cheng, Soan; Comer; Comer, Daniel D.; Williams; Williams, John P.; Myers; Myers, Peter L.; Boger; Boger, Dale L. [Journal of the American Chemical Society, 1996, vol. 118, # 11, p. 2567 - 2573]

8
[ 3963-62-0 ]
[ 175353-91-0 ]
[ 175353-98-7 ]

Yield	Reaction Conditions	Operation in experiment
99%	With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 25℃; for 20h;

Reference： [1]Cheng; Cheng, Soan; Comer; Comer, Daniel D.; Williams; Williams, John P.; Myers; Myers, Peter L.; Boger; Boger, Dale L. [Journal of the American Chemical Society, 1996, vol. 118, # 11, p. 2567 - 2573]

9
[ 51719-65-4 ]
[ 3963-62-0 ]
N-(3,5-Dichloro-benzyl)-3,3-diphenyl-propionamide [ No CAS ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,1996,vol. 6,p. 1585 - 1588

10
[ 3056-18-6 ]
[ 3963-62-0 ]
[ 98383-72-3 ]

Yield	Reaction Conditions	Operation in experiment
	N-ethyl-N,N-diisopropylamine; In isopropyl alcohol;	Preparation 1 2-Chloro-N-(2,2-diphenylethyl)-adenosine 2',3',5'-triacetate A solution of 2,6-dichloro-9-(2,3,5-tri-O-acetyl-beta-D-ribofuranosyl)-9H-purine1 (6.68 g, 14.9 mmol) in 2-propanol (300 ml) was stirred and heated at reflux with 2,2-diphenylethylamine (4.3 g, 21.8 mmol) in the presence of diisopropylethylamine (3.8 ml) for 3.5 h. The cooled mixture was reduced in volume by evaporation in vacuo and the residue was diluted with ethyl acetate (200 ml). This mixture was washed with water (100 ml); 10% citric acid solution (2*100 ml) and water (100 ml) then dried (MgSO4) and evaporated to give the title compound (9.01 g) as a pale yellow froth. A sample (500 mg) was purified by column chromatography on flash silica eluding with ethyl acetate:cyclohexane (1:2). The product (0.34 g) was obtained as a white froth [alpha]D -20 (CHCl3 c=1%).

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2000,vol. 10,p. 403 - 406
[2]Patent: US5889178,1999,A

11
[ 67515-60-0 ]
[ 621-37-4 ]
[ 3963-62-0 ]
[ 627-18-9 ]
GW₆₅₆₀₃₀X [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 1963 - 1966

12
[ 621-37-4 ]
[ 3963-62-0 ]
[ 93118-03-7 ]
[ 627-18-9 ]
GW₆₅₆₃₄₀X [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 1963 - 1966

13
[ 2459-05-4 ]
[ 3963-62-0 ]
[ 573986-11-5 ]

Reference： [1]Tetrahedron,2006,vol. 62,p. 2003 - 2007
[2]Angewandte Chemie - International Edition,2003,vol. 42,p. 2296 - 2300
[3]Journal of the American Chemical Society,2003,vol. 125,p. 13360 - 13361
[4]Chemical Communications,2015,vol. 51,p. 14501 - 14504

14
[ 27550-59-0 ]
[ 3963-62-0 ]
[ 888700-91-2 ]

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2005,vol. 15,p. 4427 - 4431

15
[ 114774-44-6 ]
[ 3963-62-0 ]
[ 93118-03-7 ]
[ 627-18-9 ]
[ 405911-09-3 ]

Reference： [1]Journal of Medicinal Chemistry,2002,vol. 45,p. 1963 - 1966

16
Rink-isonitrile resin [ No CAS ]
[ 1445-73-4 ]
[ 3963-62-0 ]
[ 5241-64-5 ]
1-(2,2-diphenyl-ethyl)-3-(1H-indol-3-ylmethyl)-9-methyl-1,4,9-triaza-spiro[5.5]undecane-2,5-dione [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4145 - 4152

17
Rink-isonitrile resin [ No CAS ]
[ 3612-20-2 ]
[ 3963-62-0 ]
[ 5241-64-5 ]
9-benzyl-1-(2,2-diphenyl-ethyl)-3-(1H-indol-3-ylmethyl)-1,4,9-triaza-spiro[5.5]undecane-2,5-dione [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4140 - 4152

18
Rink-isonitrile resin [ No CAS ]
[ 39742-60-4 ]
[ 3963-62-0 ]
[ 5241-64-5 ]
1-(2,2-diphenyl-ethyl)-3-(1H-indol-3-ylmethyl)-9-phenethyl-1,4,9-triaza-spiro[5.5]undecane-2,5-dione [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4140 - 4152

19
Rink-isonitrile resin [ No CAS ]
[ 4530-20-5 ]
[ 19125-34-9 ]
[ 3963-62-0 ]
1-(2,2-diphenyl-ethyl)-9-phenyl-1,4,9-triaza-spiro[5.5]undecane-2,5-dione [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4145 - 4152

20
Rink-isonitrile resin [ No CAS ]
[ 13139-15-6 ]
[ 19125-34-9 ]
[ 3963-62-0 ]
1-(2,2-diphenyl-ethyl)-3-isobutyl-9-phenyl-1,4,9-triaza-spiro[5.5]undecane-2,5-dione [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4145 - 4152

21
Rink-isonitrile resin [ No CAS ]
[ 4530-18-1 ]
[ 19125-34-9 ]
[ 3963-62-0 ]
3-benzyl-1-(2,2-diphenyl-ethyl)-9-phenyl-1,4,9-triaza-spiro[5.5]undecane-2,5-dione [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4145 - 4152

22
Rink-isonitrile resin [ No CAS ]
[ 19125-34-9 ]
[ 2389-45-9 ]
[ 3963-62-0 ]
{4-[1-(2,2-diphenyl-ethyl)-2,5-dioxo-9-phenyl-1,4,9-triaza-spiro[5.5]undec-3-yl]-butyl}-carbamic acid benzyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4145 - 4152

23
Rink-isonitrile resin [ No CAS ]
[ 19125-34-9 ]
[ 23680-31-1 ]
[ 3963-62-0 ]
3-benzyloxymethyl-1-(2,2-diphenyl-ethyl)-9-phenyl-1,4,9-triaza-spiro[5.5]undecane-2,5-dione [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4145 - 4152

24
Rink-isonitrile resin [ No CAS ]
[ 19125-34-9 ]
[ 3963-62-0 ]
[ 147291-69-8 ]
[1-(2,2-diphenyl-ethyl)-2,5-dioxo-9-phenyl-1,4,9-triaza-spiro[5.5]undec-3-yl]-acetic acid benzyl ester [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4145 - 4152

25
Rink-isonitrile resin [ No CAS ]
[ 19125-34-9 ]
[ 3963-62-0 ]
[ 15761-39-4 ]
1-(2,2-diphenylethyl)-2,5-dioxo-3,4-propano-9-phenyl-1,4,9-triazaspiro[5.5]undecane [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4145 - 4152

26
Rink-isonitrile resin [ No CAS ]
[ 19125-34-9 ]
[ 3963-62-0 ]
[ 5241-64-5 ]
1-(2,2-diphenyl-ethyl)-3-(1H-indol-3-ylmethyl)-9-phenyl-1,4,9-triaza-spiro[5.5]undecane-2,5-dione [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4145 - 4152

27
Rink-isonitrile resin [ No CAS ]
[ 107100-64-1 ]
[ 3963-62-0 ]
[ 5241-64-5 ]
1-(2,2-diphenyl-ethyl)-3-(1H-indol-3-ylmethyl)-9-(3-phenyl-propyl)-1,4,9-triaza-spiro[5.5]undecane-2,5-dione [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4140 - 4152

28
Rink-isonitrile resin [ No CAS ]
[ 109807-95-6 ]
[ 3963-62-0 ]
[ 5241-64-5 ]
1-(2,2-diphenyl-ethyl)-3-(1H-indol-3-ylmethyl)-9-(4-phenyl-butyl)-1,4,9-triaza-spiro[5.5]undecane-2,5-dione [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4140 - 4152

29
[ 10436-25-6 ]
[ 3963-62-0 ]
[ 913943-45-0 ]

Reference： [1]Organic Letters,2006,vol. 8,p. 5173 - 5176

30
1-(6-phenylhexyl)-4-piperidone [ No CAS ]
Rink-isonitrile resin [ No CAS ]
[ 3963-62-0 ]
[ 5241-64-5 ]
1-(2,2-diphenyl-ethyl)-3-(1H-indol-3-ylmethyl)-9-(6-phenyl-hexyl)-1,4,9-triaza-spiro[5.5]undecane-2,5-dione [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4140 - 4152

31
Rink-isonitrile resin [ No CAS ]
[ 3963-62-0 ]
[ 5241-64-5 ]
[ 905721-52-0 ]
1-(2,2-diphenyl-ethyl)-3-(1H-indol-3-ylmethyl)-9-(5-phenyl-pentyl)-1,4,9-triaza-spiro[5.5]undecane-2,5-dione [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2006,vol. 49,p. 4140 - 4152

32
[ 610319-00-1 ]
[ 3963-62-0 ]
[ 610319-01-2 ]

Yield	Reaction Conditions	Operation in experiment
63%	With potassium carbonate In acetonitrile for 48h; Heating / reflux;	7.c c) (R)-2-(3-{3-[(2, 2-Diphenylethyl) amino]-3-methyl-propoxy}-phenyl) acetic acid methyl ester; To a stirring solution of 2, 2-diphenethylamine (151 mg, 0.765 mmol) and (S)- {3- [3- (toluene-4-sulfonyloxy)-butoxy]-phenyl}-acetic acid methyl ester (300 mg, 0.765 mmol) in acetonitrile (5 mL) was treated with solid K2CO3 (317 mg, 2.30 mmol). The reaction was heated to reflux and stirred for 48 hours. Upon cooling to room temperature, the reaction was filtered, washed with acetonitrile, and the filtrate was concentrated. The crude product was purified by column chromatography over silica gel (silica gel 60, EM Science) using 50% EtOAc: hexane as eluent to afford 200 mg (63% yield) of the title compound as an oil : MS (ESI) 418.2 (M+H+).

Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2003/82802, 2003, A1 Location in patent: Page/Page column 46-47

33
[ 3963-62-0 ]
[ 82614-88-8 ]
[ 610319-07-8 ]

Yield	Reaction Conditions	Operation in experiment
100%	With potassium carbonate; sodium iodide In acetonitrile Heating / reflux;	17.a Example 17: (R)-2- (3- {3- [ [2, 4-dimethoxybenzyl] (2, 2-diphenylethyl) amino]-1-methyl- propoxy}-phenyl) acetic acid hydrochloride salt ; a) (S)-4- [N- (2, 2-Diphenylethyl)-amino]-butan-2-ol; To a stirring solution of N- (2, 2-diphenylethyl)-amine (1.50 g, 7.61 mmol) and toluene-4-sulfonic acid- (S)-3-hydroxy-butyl ester (1.86 g, 7.61 mmol) [Example 4 (a)] in acetonitrile (15 mL) was added solid K2CO3 (3.15 g, 22.84 mmol) and Nal (3.42 g, 22.84 mmol). The reaction mixture was heated to reflux and stirred overnight. The mixture was cooled to RT, filtered, and the filtrate was concentrated. The crude product was purified by preparative HPLC (TMC CombiPrep PDS, 75X30 mm, 25mL/min, acetonitrile : H20, UV detection at 254 nm) to give 2.18 g (100% yield) of the title compound as an oil. MS (ESI) 270.2 (M+H+).

Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2003/82802, 2003, A1 Location in patent: Page/Page column 54

34
[ 3963-62-0 ]
[ 5451-40-1 ]
[ 884654-08-4 ]

Yield	Reaction Conditions	Operation in experiment
	With diisopropylamine In tetrahydrofuran at 50℃; for 6h;	AA1 2,6-Dichloropurine (20.00 g, 106 mmol) is dissolved in THF (250 ml) under an atmosphere of argon. Diisopropylamine (16.38 g, 127 mmol) is added followed by 2,2-diphenylethyl- amine(25.00 g, 127 mmol) and the reaction mixture is stirred at 50 °C. The reaction is shown to be complete by LCMS after 6 hours. 50% of the solvent is removed in vacuo and replaced with MeOH. The resulting precipitate is filtered off and dried to give the title compound. η nmr (d^DMSO, 400 MHz); 8.05(br s, IH), 7.35-7.10(m, 10H), 4.55(m, IH), 4.10(m, 2H), MS (ES+) m/e 350 (MH*).
	With diisopropylamine In tetrahydrofuran at 50℃; for 6h;	22 2,6-Dichloropurine (20.00 g, 106 mmol) is dissolved in THF (250 ml) under an atmosphere of argon. Diisopropyiamine (16.38 g, 127 mmol) is added followed by 2,2-diphenylethylamine (25.00 g, 127 mmol) and the reaction mixture is stirred at 5O0C. The reaction is shown to be complete by LCMS after 6 hours. 50% of the solvent is removed in vacuo and replaced with MeOH. The resulting precipitate is filtered off and dried to give the title compound. η nmr (dβ-DMSO, 400 MHz); 8.05(br s, IH), 7.35-7.10(m, 10H), 4.55(m, IH), 4.10(m, 2H>, MS (ES+) m/e 350 (MH+).

Reference： [1]Current Patent Assignee: NOVARTIS AG; Novartis (w/o Sandoz) - WO2007/121923, 2007, A1 Location in patent: Page/Page column 36
[2]Current Patent Assignee: NOVARTIS AG; Novartis (w/o Sandoz) - WO2007/121921, 2007, A2 Location in patent: Page/Page column 63

35
[ 1011483-30-9 ]
[ 3963-62-0 ]
[ 1228236-22-3 ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 35℃; for 72h;	b A mixture comprising {1-[(1 S,4R)4-(2l6-dichloro-purin-9-yl)-cyclopent-2-enyl]-1 H- pyrazol-4-yl}-methanol (0.675 g, 1.92 mmol), diphenylethylamine (0.398 g, 2.02 mmol) and DIPEA (0.298 g, 2.31 mmol) in dry THF (20 mL) is stirred at 35°C for 3 days. The solvent is removed in vacuo and the resulting crude residue is partitioned between DCM and 0.1 M HCI. The organic portion is separated, washed with water, brine, dried (MgSO4) and concentrated in vacuo to afford the title product.
	With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 35 - 50℃;

Reference： [1]Current Patent Assignee: NOVARTIS AG; Novartis (w/o Sandoz) - WO2008/6563, 2008, A1 Location in patent: Page/Page column 66
[2]Location in patent: scheme or table Beattie, David; Brearley, Andrew; Brown, Zarin; Charlton, Steven J.; Cox, Brian; Fairhurst, Robin A.; Fozard, John R.; Gedeck, Peter; Kirkham, Paul; Meja, Koremu; Nanson, Lana; Neef, James; Oakman, Helen; Spooner, Gillian; Taylor, Roger J.; Turner, Robert J.; West, Ryan; Woodward, Hannah [Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 3, p. 1219 - 1224]

36
[ 4695-13-0 ]
[ 3963-62-0 ]

Yield	Reaction Conditions	Operation in experiment
91%	With lithium aluminium tetrahydride In diethyl ether at 20℃; for 4h;	2,2-diphenylethylamine (S6) LiAlH4 (6 g) was suspended in 120 mL of dry Et2O at RT. Solid 2,2-diphenylacetamide (10 g) was addedfor 1 h to the stirred suspension. The mixture was stirred for a night at RT, and then 15% NaOH and waterwere added. The mixture was stirred for several minutes and filtered, and the clear filtrate was dried(Na2SO4). The solvent was evaporated to give 8.5g (91%) of a yellow liquid which was used withoutfurther purification.S6: 1H NMR (400.1 MHz, CDCl3) δH: 7.41-7.22 (m, 10H, 2*Ph), 4.03 (t, 1H, CH, 8 Hz), 3.36 (d, 2H,CH2, 8 Hz), 1.76 (br s, 2H).
	Multi-step reaction with 2 steps 1: thionyl chloride 2: Raney nickel; ethanol; liquid ammonia / 100 °C / 117681 Torr / Hydrogenation
	Multi-step reaction with 2 steps 1: phosphorus pentachloride; phosphorus oxychloride 2: nickel; alcohol; acetic acid ester / Hydrogenation_.Reagens: Wasser

Reference： [1]Ledovskaya, Maria S.; Molchanov, Alexander P.; Boitsov, Vitaly M.; Kostikov, Rafael R.; Stepakov, Alexander V. [Tetrahedron, 2015, vol. 71, # 13, p. 1952 - 1958]
[2]Freeman; Ringk; Spoerri [Journal of the American Chemical Society, 1947, vol. 69, p. 858]
[3]Rupe; Gisiger [Helvetica Chimica Acta, 1925, vol. 8, p. 349]

37
[ 610319-00-1 ]
[ 3963-62-0 ]
[ 1193686-57-5 ]

Yield	Reaction Conditions	Operation in experiment
63%	With potassium carbonate In acetonitrile for 48h; Heating / reflux;	45.c (R)-2-(3-{3-[(2, 2-diphenylethyl) amino]-3-methyl-propoxy}-phenyl) acetic acid methyl ester To a stirring solution OF 2, 2-DIPHENETHYLAMINE (151 mg, 0.765 MMOL) and (S)- {3- [3-(TOLUENE-4-SULFONYLOXY)-BUTOXY]-PHENYL}-ACETIC acid methyl ester (300 mg, 0.765 MMOL) in acetonitrile (5 mL) was treated with solid K2CO3 (317 mg, 2.30 MMOL). The reaction was heated to reflux and stirred for 48 hours. Upon cooling to room temperature, the reaction mixture was filtered, washed with acetonitrile, and the filtrate was concentrated. The crude product was purified by column chromatography over silica gel (silica gel 60, EM Science) using 50% EtOAc: hexane as eluent to afford 200 mg (63% yield) of the title compound as an oil : MS (ESI) 418.2 (M+H+).
	With potassium carbonate In acetonitrile Reflux;

Reference： [1]Current Patent Assignee: GLAXOSMITHKLINE PLC - WO2004/43939, 2004, A1 Location in patent: Page 59
[2]Location in patent: scheme or table Marino Jr., Joseph P.; Kallander, Lara S.; Ma, Chun; Oh, Hye-Ja; Lee, Dennis; Gaitanopoulos, Dimitri E.; Krawiec, John A.; Parks, Derek J.; Webb, Christine L.; Ziegler, Kelly; Jaye, Michael; Thompson, Scott K. [Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 19, p. 5617 - 5621]

38
[ 3963-62-0 ]
[ 93118-03-7 ]
[ 405911-35-5 ]

Yield	Reaction Conditions	Operation in experiment
76%		c) N- (2, 2-Diphenylethyl)-N- (2-chloro-3-trifluoromethyl-benzyl) amine ; To a stirring solution of 2, 2-diphenethylamine (2.0 g, 0.010 mole) and 2- chloro-3-trifluoromethylbenzaldehyde (2.33 g, 0.011 mole) in dichloromethane (20 mL) was added sodium triacetoxyborohydride (2.36 g, 0.011 mole) and acetic acid (2.0 mL). The reaction mixture was stirred overnight. Solvent was removed, the residue was washed with saturated NaHCO3, and extracted three times with EtOAc. The organic extracts were dried over Na2SO4, filtered, and concentrated. The crude mixture was subjected to column chromatography over silica gel (silica gel 60, EM Science) using 30% EtOAc: hexane as eluent to afford 3.0 g (76% yield) of the title compound as a yellow oil : MS (ESI) 390.0 (M+H+).
76%	With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane;	To a stirring solution of 2, 2-diphenethylamine (2.0 g, 0.010 mole) and 2-CHLORO- 3-TRIFLUOROMETHYLBENZALDEHYDE (2.33 g, 0.011 mole) in dichloromethane (20 mL) was added sodium triacetoxyborohydride (2.36 g, 0.011 mole) and acetic acid (2.0 mL). The reaction mixture was stirred overnight. Solvent was removed, the residue was washed with saturated NAHCO3, and extracted three times with EtOAc. The organic extracts were dried over NA2SO4, filtered, and concentrated. The crude mixture was subjected to column chromatography over silica gel (silica gel 60, EM Science) using 30% EtOAc: hexane as eluent to afford 3.0 g (76% yield) of the title compound as a yellow oil : MS (ESI) 390.0 (M+H+).
76%	With acetic acid; In dichloromethane;	To a stirring solution of 2, 2-diphenethylamine (2.0 g, 0.010 mole) and 2-chloro- 3-TRIFLUOROMETHYLBENZALDEHYDE (2.33 g, 0.011 mole) in dichloromethane (20mL) was added sodium triacetoxyborohydride (2.36 g, 0.011 mole) and acetic acid (2.0 mL). The reaction mixture was stirred overnight. The solvent was removed and the residue was dissolved in ethyl acetate. The ethyl acetate solution was washed with saturated NaHCO3, the ethyl acetate extracts were dried over NA2SO4, filtered, and concentrated. The crude product was subjected to column chromatography over silica gel (silica gel 60, EM Science) using 30% ethyl acetate: hexane as eluent to afford 3.0 g (76% yield) of the title compound as a yellow oil : MS (ESI) 390.0 (M+H+).

76%	With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane;	To a solution of 2, 2-diphenethylamine (2. 0 g, 10.0 mmole) and 2-chloro-3- TRIFLUOROMETHYLBENZALDEHYDE (2.33 g, 11.0 mmole) in CH2CI2 (20 mL) was added sodium triacetoxyborohydride (2.36 g, 11.0 mmole) and ACOH (2.0 mL). The reaction mixture was stirred overnight. Solvent was removed, the residue was washed with saturated NAHCO3, and extracted three times with EtOAc. The organic extracts were dried over NA2SO4, filtered, and concentrated. The crude mixture was subjected to column chromatography over silica gel (silica gel 60, EM Science) using 30% EtOAc: hexane as eluent to afford the title compound as a yellow oil (3.0 g, 76% yield) : MS (ES) m/e 390. 0 [M+H] +
76%	With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane;Product distribution / selectivity;	Example 1 (4- {3- [ (2-CHLORO-3-TRIFLUOROMETHYL-BENZYL)-2, 2-DIPHENYLETHYL-AMINO]-METHYL-PROPOXY)- indol-1-yl) acetic acid hydrochloride salt a) [2-CHLORO-3-TRIFLUOROMETHYL-BENZYL] (2, 2-diphenylethyl) amine) To a solution of 2, 2-DIPHENETHYLAMINE (2.0 g, 10.0 mmole) and 2-chloro-3- trifluoromethylbenzaldehyde (2.33 G, 11.0 mmole) in CH2CI2 (20 mL) was added sodium triacetoxyborohydride (2.36 g, 11.0 mmole) and ACOH (2.0 mL). The reaction mixture was stirred overnight. Solvent was removed, the residue was washed with saturated NAHC03, and extracted three times with EtOAc. The organic extracts were dried over NA2SO4, filtered, and concentrated. The crude mixture was subjected to column chromatography over silica gel (silica gel 60, EM Science) using 30% EtOAc: hexane as eluent to afford the title compound as a yellow oil (3.0 G, 76% yield)a) [2-CHLORO-3- (TRIFLUOROMETHYL) BENZYL] (2, 2-diphenylethyl) amine) To a solution of 2, 2-diphenethylamine (2.0 g, 10.0 mmole) and 2-chloro-3- trifluoromethylbenzaldehyde (2.33 G, 11.0 mmole) in CH2CI2 (20 mL) was added sodium triacetoxyborohydride (2.36 G, 11.0 mmole) and ACOH (2.0 mL). The reaction mixture was stirred overnight. Solvent was removed, the residue was washed with saturated NAHC03, and extracted three times with EtOAc. The organic extracts were dried over NA2SO4, filtered, and concentrated. The crude mixture was subjected to column chromatography over silica gel (silica gel 60, EM Science) using 30% EtOAc: hexane as eluent to afford the title compound as a yellow oil (3.0 g, 76% yield)
76%	With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20℃; for 1.5h;	b) (2-Chloro-3-trifluoromethyl-benzyl)-diphenylethyl-amine To a SOLUTION OF 2, 2-DIPHENYL-ETHYLAMINE (1.14g, 5.7 MMOL) in dry dichloromethane (300 ml) was added acetic acid followed by 2-chloro-3- TRIFLUOROMETHYLBENZALDEHYDE (1. 0g, 4.8 MMOL) and sodium triacetoxyborohydride (2.03g, 9.6 MMOL). After the resulting mixture was stirred for 1.5h at room temperature water was added to quench the reaction. The aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated in vacuo. The crude mixture was purified by silica gel column chromatograph (EtOAc: Hexane/25: 75) to give the title compound as an oil 1. 7G. (yield 76%).
57%		EXAMPLE 23 N-[2-Chloro-3-(trifluoromethyl)benzyl]-N-(2,2-diphenylethyl)amine The title compound was prepared in 57% yield from 2,2-diphenethylamine and <strong>[93118-03-7]2-chloro-3-trifluoromethylbenzaldehyde</strong> as in Example 22: 1H NMR (CDCl3, 400 MHz) delta 7.57 (d, 1H, J=8.0), 7.52 (d, 1H, J=7.6), 7.32-7.15 (m, 11H), 4.20 (t, 1H, J=7.6), 3.94 (s, 2H), 3.22 (d, 2H. J=7.6); HPLC (Waters symmetry shield, RPq 3.5 micron, 2.1*30 mm, 85:15/H2O:CH3CN with 0.1% HCOOH to 100% CH3CN after 4 min, flow rate=0.8 mL/min) tR=2.39 min; MS (ESP+) m/e 390 (MH+); TLC (hexanes:EtOAc/4:1) Rf=0.42.
57%		A solution of 2, 2-diphenethylamine (10.0 g, 50.7 MMOL) and 2-chloro-3- TRIFLUOROMETHYLBENZALDEHYDE (10.5 g, 50.7 MMOL) in 80 mL of methanol and 40 mL of trimethylorthoformate was stirred at room temperature for 15 hours whereupon polymer-supported borohydride resin (20.3 g, 55.8 mmol, 2.5 mmol/g, ALDRICH) was added in one portion. After stirring at room temperature for 24 h, the reaction was filtered and the filtrate was concentrated in vacuo. The crude product was purified by column chromatography over silica gel (silica gel 60, EM Science) using EtOAc: hexane/40: 60 with 1 % NH40H as the eluent to give 11.2 g (57% yield) of the title compound as an oil :'H NMR (CDCI3, 400 MHz) 8 7.57 (d, 1 H, J = 8.0), 7.52 (d, 1 H, J = 7.6), 7.32-7. 15 (m, 11 H), 4.20 (t, 1 H, J = 7.6), 3.94 (s, 2 H), 3.22 (d, 2 H, J = 7.6) ; HPLC (Waters symmetry shield, RPq 3. 5 micron, 2.1 x 30 mm, 85: 15/H20: CH3CN with 0. 1% HCOOH to 100% CH3CN after4 min, flow rate = 0. 8 mL/min) tR=2.39 min; MS (ESP+) M/E 390 (MH+) ; TLC (hexanes: EtOAc/4: 1) Rf = 0. 42
	With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane;	Step 1: Synthesis of INT-01 INT-01 Intermediate INT-01 was made as previously described in Bioorg. Med. Chem. Lett. 2009, 19, 5617-5621 . 2,2-Diphenethylamine and <strong>[93118-03-7]2-chloro-3-trifluoromethylbenzaldehyde</strong> were reacted via reductive amination using sodium triacetoxyborohydride in dichloromethane and acetic acid. The resulting benzyl amine was reacted with 1 ,3-dibromopropane in refluxing acetonitrile overnight to afford bromide (3- bromopropyl)([2-chloro-3-(trifluoromethyl)phenyl]methyl})(2,2-diphenylethyl)amine (INT-01 ).
	With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane;	Step 1: Synthesis of INT-01 Intermediate INT-01 was made as previously described in Bioorg. Med. Chem. Lett. 2009, 19, 5617-5621. 2,2-Diphenethylamine and <strong>[93118-03-7]2-chloro-3-trifluoromethylbenzaldehyde</strong> were reacted via reductive amination using sodium triacetoxyborohydride in dichloromethane and acetic acid. The resulting benzyl amine was reacted with 1,3-dibromopropane in refluxing acetonitrile overnight to afford bromide (3-bromopropyl)([2-chloro-3-(trifluoromethyl)phenyl]methyl})(2,2-diphenylethyDamine (INT-01).

Reference： [1]Patent: WO2003/82802,2003,A1 .Location in patent: Page/Page column 32; 42
[2]Bioorganic and Medicinal Chemistry Letters,2009,vol. 19,p. 1097 - 1100
[3]Patent: WO2004/43939,2004,A1 .Location in patent: Page 57
[4]Patent: WO2004/43939,2004,A1 .Location in patent: Page 60-61
[5]Patent: WO2005/23247,2005,A1 .Location in patent: Page/Page column 26
[6]Bioorganic and Medicinal Chemistry Letters,2009,vol. 19,p. 5617 - 5621
[7]Patent: WO2005/23196,2005,A2 .Location in patent: Page/Page column 24; 31-32; 56
[8]Patent: WO2005/23188,2005,A2 .Location in patent: Page/Page column 26; 29
[9]Patent: US2004/72868,2004,A1
[10]Patent: WO2004/43939,2004,A1 .Location in patent: Page 41; 46
[11]Patent: WO2015/106164,2015,A1 .Location in patent: Page/Page column 62; 63
[12]Patent: US2017/66791,2017,A1 .Location in patent: Paragraph 0336; 0337

39
[ 3114-70-3 ]
[ 3963-62-0 ]
(2R,3R,4S,5R)-2-[2-(trans-4-Amino-cyclohexylamino)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-5-(2-methyl-2H-tetrazol-5-yl)-tetrahydro-furan-3,4-diol Diformate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		Example 93 (2R,3R,4S,5R)-2-[2-(trans-4-Amino-cyclohexylamino)-6-(2,2-diphenyl-ethylamino)-purin-9-yl]-5-(2-methyl-2H-tetrazol-5-yl)-tetrahydro-furan-3,4-diol Diformate Example 93 was prepared in an analogous manner to Example 24 using a sealed vial (Reactivial) with 2,2-diphenylethylamine (0.005 g, 0.025 mmol) at 20 C. for 48 h. and using neat trans 1,4-diaminocyclohexane (0.029, 0.25 mmol) at 100 C. for 90 h. The title compound was afforded after freeze drying as a brown solid (0.012 mg). LC/MS SYSTEM A Rt=3.69 min; LC/MS SYSTEM A m/z 612 (MH+)

Reference： [1]Patent: US2002/86850,2002,A1

40
[ 3963-62-0 ]
[ 79286-79-6 ]
(2R,3R,4S,5R)-2-[6-(2,2-Diphenyl-ethylamino)-2-(pyrrolidin-3R-ylamino)-purin-9-yl]-5-(2-methyl-2H-tetrazol-5-yl)-tetrahydro-furan-3,4-diol Diformate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
		Example 94 (2R,3R,4S,5R)-2-[6-(2,2-Diphenyl-ethylamino)-2-(pyrrolidin-3R-ylamino)-purin-9-yl]-5-(2-methyl-2H-tetrazol-5-yl)-tetrahydro-furan-3,4-diol Diformate Example 94 was prepared in an analogous manner to Example 24 using a Reactivial with 2,2-diphenylethylamine (0.005 g, 0.025 mmol) at 20 C. for 48 h. and using neat pyrrolidin-3R-ylamine (0.022 g, 0.25 mmol) at 100 C. for 90 h. The title compound was afforded after freeze drying as a brown solid (0.002 mg). LC/MS SYSTEM A Rt=3.73 min; LC/MS SYSTEM A m/z 584 (MH+)

Reference： [1]Patent: US2002/86850,2002,A1

41
[ 105381-44-0 ]
Glauber's salt [ No CAS ]
[ 3963-62-0 ]

Yield	Reaction Conditions	Operation in experiment
84%	With LiAlH₄ In tetrahydrofuran	169.2 Step 2. Step 2. 2,2-Diphenylethylamine (53). To a solution of oxime 52 (4.0 g, 18.9 mmol) in THF (50 mL) was added LiAlH4 (1.0 M solution in THF, 28.3 mL, 28.3 mmol) at 0° C. and the mixture was stirred at room temperature for 4 hours. Sodium sulfate decahydrate was added and the reaction was stirred for an additional hour. The solids were filtered and the filtrate was concentrated under reduced pressure to give 53 (3.14 g, 84%) as a yellow oil.

Reference： [1]Current Patent Assignee: PFIZER INC - US2005/54850, 2005, A1

42
[ 3663-80-7 ]
[ 3963-62-0 ]
[ 1052063-15-6 ]

Yield	Reaction Conditions	Operation in experiment
91%	With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 20℃; for 16h;	To a solution of 1 ,4-benzodioxan-2-carboxylic acid (0.216 g, 1.2 mmol) in N, N- dimethylformamide (5.0 mL) were added 2,2-diphenylethanamine (0.197 g, 1.0 mmol), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (0.186 g, 1.2 mmol) and 1- hydroxybenzotriazole (0.162 g, 1.2 mmol). The resulting mixture was stirred at ambient temperature for 16 h. To the above mixture was added ethyl acetate (100 ml_), the resultant solution was washed with 2 N citric acid (50 ml_), saturated sodium bicarbonate (50 ml_) and brine (50 ml_). The organic layer was dried over anhydrous sodium sulfate, then filtered and concentrated to give the crude product. The crude product was recrystalized from ether and hexane to yield lambda/-(2,2-diphenylethyl)-2,3- dihydro-1 ,4-benzodioxine-2-carboxamide (0.326 g, 91percent) as a colorless solid: 1H NMR (300 MHz, CDCI3) 5 7.33-7.11 (m, 10H), 6.89-6.68 (m, 4H), 6.49 (s, 1 H), 4.59 (dd, J = 6.6, 2.7 Hz, 1 H), 4.39 (dd, J = 11.3, 2.7 Hz, 1 H), 4.17-3.97 (m, 3H), 3.90-3.78 (m, 1H); 13C NMR (75 MHz, CDCI3) delta 167.1 , 143.2, 141.4, 141.3, 128.7, 128.7, 128.0, 127.9, 126.9, 122.2, 121.9, 117.6, 117.0, 73.2, 65.0, 50.5, 43.2; MS (ES+) m/z 382.1 (M + 23), 360.1 (M + 1 ).

Reference： [1]Patent: WO2008/106633,2008,A1 .Location in patent: Page/Page column 58

43
[ 3963-62-0 ]
[ 228579-12-2 ]
[ 1106977-81-4 ]

Yield	Reaction Conditions	Operation in experiment
96%	In dimethyl sulfoxide at 20℃; for 18h;	6; 4 A solution of [3-(3-bromo-propoxy)-phenyl]-acetic acid methyl ester (2) (2.0 g, 0.007 mol) and 2,2-diphenylethylamine (2.5 g, 0.013 mol) in DMSO (5 mL) was stirred at room temperature for 18 hours. The reaction mixture was diluted with water (30 mL) and extracted with EtOAc (3×25 mL). The combined organic extracts were washed with brine (15 mL), dried over Na2SO4, concentrated to an oil, which was purified by flash chromatography (9:1 CH2Cl2/MeOH) to give the desired product as oil 2.72 g in 96% yield. 1H NMR (CDCl3) δ 7.24 (m, 7H), 7.19 (t, 3H), 6.85 (d, 1H), 6.74 (s, 1H), 6.72 (d, 2H), 5.26 (s, 1H), 4.22 (t, 1H), 3.96 (t, 2H), 3.68 (s, 3H), 3.57 (d, 2H), 3.26 (d, 2H), 2.84 (t, 2H), 1.92 (m, 2H). 13C NMR (CDCl3) δ 173.3, 160.5, 144.4, 136.7, 130.9, 130.1, 129.5, 129.4, 127.9, 122.9, 116.9, 114.6, 67.6, 56.0, 53.5, 52.6, 48.3, 42.6, 31.0.

Reference： [1]Current Patent Assignee: CITY OF HOPE NATIONAL MEDICAL CENTER - US2009/30082, 2009, A1 Location in patent: Page/Page column 7; Sheet 4/5

44
[ 3963-62-0 ]
[ 221136-66-9 ]
C₂₃H₂₅N₃O₃ [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2010,vol. 53,p. 1843 - 1856

45
[ 1187487-23-5 ]
[ 3963-62-0 ]
[ 125238-99-5 ]
[ 1185653-49-9 ]

Yield	Reaction Conditions	Operation in experiment
31%		Example 17 - Synthesis of Compound 16 (S)-9-fluorenylmethyl 10-(2,2-diphenylethyl)- 2,2-dimethyl-18-phenyl-4,9,13,16-tetraoxo-3,17-dioxa-5,10,15-triazaoctadecan-8- ylcarbamate16(S)-9-fluorenylmethyl 10-(2,2-diphenylethyl)-2,2-dimethyl-18- phenyl-4,9,13,16-tetraoxo-3,17-dioxa-5,10,15-triazaoctadecan-8- ylcarbamateTo 2,2-diphenylethylamine (0.95 g, 7.4 mmol) in DCM (10 mL) was added the alphabeta- unsaturated ketone 15 (5.7 mmol) in DCM (75 mL). After stirring at room temperature for 15 mins, Fmoc-L-2,4-diaminobutyric acid(Boc)-OH (2.4 g, 8.55 mmol) and DIC (0.87 mL, 5.6 mmol) were added. The reaction was stirred at room temperature overnight. The DCM was removed by rotary evaporation and the residue was subjected to column chromatography on silica gel using petroleum spirit:EtOAc (1 :1 to 0:1 ) to give 16 (1.5 g, 31percent) Alternatively, to 2,2-diphenylethylamine (0.97 g, 7.4 mmol) in DCM (20 mL) was added the alpha,beta -unsaturated ketone 15 (5.95 mmol) in DCM (4OmL). After stirring at room temperature for 15 mins, Fmoc-L-2,4-diaminobutyric acid(Boc)-OH (2.4 g, 8.55 mmol), DIPEA (2.5 mL) and HATU (2.3 g, 6.0 mmol) were added. The reaction was stirred at room temperature overnight. The DCM was removed by rotary evaporation and the residue was taken up in EtOAc (100 mL). The organic layer was washed with saturated sodium bicarbonate solution (2x 100 mL), saturated ammonium chloride solution (2x 100 mL) and brine (2x 100 mL). The organic phase was dried and the solvent removed under reduced pressure. The residue was subjected to column chromatography on silica gel using petroleum spirit:EtOAc (3:1 to 1 :1 to 0:1 ) to give 16 (0.86 g, 17percent).
31%		To 2,2-diphenylethylamine (0.95 g, 7.4 mmol) in DCM (10 ml.) was added the alphabeta- unsaturated ketone 15 (5.7 mmol) in DCM (75 ml_). After stirring at room temperature for 15 mins, Fmoc-L-2,4-diaminobutyric acid(Boc)-OH (2.4 g, 8.55 mmol) and DIC (0.87 ml_, 5.6 mmol) were added. The reaction was stirred at room temperature overnight. The DCM was removed by rotary evaporation and the residue was subjected to column chromatography on silica gel using petroleum spirit:EtOAc (1 :1 to 0:1 ) to give 16 (1.5 g, 31percent)
31%		To 2,2-diphenylethylamine (0.95 g, 7.4 mmol) in DCM (10 mL) was added the alpha,beta-unsaturated ketone 15 (5.7 mmol) in DCM (75 mL).After stirring at room temperature for 15 mins, Fmoc-L-2,4-diaminobutyric acid(Boc)-OH (2.4 g, 8.55 mmol) and DIC (0.87 mL, 5.6 mmol) were added.The reaction was stirred at room temperature overnight.The DCM was removed by rotary evaporation and the residue was subjected to column chromatography on silica gel using petroleum spirit:EtOAc (1:1 to 0:1) to give 16 (1.5 g, 31percent)_

Reference： [1]Patent: WO2010/96853,2010,A1 .Location in patent: Page/Page column 73-74
[2]Patent: WO2010/96854,2010,A1 .Location in patent: Page/Page column 89
[3]Patent: US2012/141392,2012,A1 .Location in patent: Page/Page column 42

46
[ 108-75-8 ]
[ 3963-62-0 ]
[ 149794-10-5 ]
[ 1172579-70-2 ]
(R)-tert-butyl 1-(2,2-diphenylethylamino)-3-methyl-3-(methylthio)-1-oxobutan-2-ylcarbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
46%	In dichloromethane; ethyl acetate;	Example 27 (R)-tert-butyl 1-(2,2-diphenylethylamino)-3-methyl-3-(methylthio)-1-oxobutan-2-ylcarbamate To a solution of a (105 mg, 0.24 mmol), 2,2-diphenylethylamine b (44 mg, 0.22 mmol), and 2,4,6-collidine (64 muL, 0.48 mmol) in dichloromethane (3 mL) at 0 C. was added PyOAP (125 mg, 0.24 mmol) in one portion. The reaction was allowed to warm to r.t. overnight. The reaction mixture was poured into a separatory funnel containing EtOAc (15 mL) and washed with 10% citric acid (15 mL), saturated NaHCO3 (15 mL), and brine (15 mL). The combined aqueous layers was extracted with EtOAc (3*10 mL) and the combined organic layers was dried over MgSO4, filtered, and concentrated in vacuo. ISCO chromatography (0 to 100% hexanes/EtOAc, slow gradient) gave 50 mg of c (46% yield) as a white solid. LCMS analysis confirmed the identity of the desired product (MW=422.4, found M+H+=443.6).

Reference： [1]Patent: US2011/46066,2011,A1

47
[ 50-00-0 ]
[ 931-53-3 ]
[ 4648-54-8 ]
[ 3963-62-0 ]
[ 1340483-82-0 ]

Yield	Reaction Conditions	Operation in experiment
92%	In methanol at 80℃; for 1.5h; Inert atmosphere; Microwave irradiation; Sealed tube;	4.1.2.1. General procedure 1 (GP1) General procedure: To a solution of paraformaldehyde (1.0 mmol) in MeOH (10.0 mL) the respective amine (1.0 or 2.0 mmol), the isocyanide (1.0 mmol) and TMSN3 (1.0 mmol) were added. The resulting solution was stirred at 80 °C in the microwave for 1.5 h. After addition of phosphate buffer solution (1 M, pH 7) and water (approx. 10 mL each) the crude product was extracted with CH2Cl2 (5 × approx. 20 mL). The combined organic layers were dried (Na2SO4) and the solvent was removed in vacuo. Further purification of the tetrazole product was performed as specified.

Reference： [1]Location in patent: experimental part Schaffert, Eva S.; Höfner, Georg; Wanner, Klaus T. [Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 21, p. 6492 - 6504]

48
[ 50-00-0 ]
[ 4648-54-8 ]
[ 14542-93-9 ]
[ 3963-62-0 ]
[ 1340483-81-9 ]

Yield	Reaction Conditions	Operation in experiment
94%	In methanol at 80℃; for 1.5h; Inert atmosphere; Microwave irradiation; Sealed tube;	4.1.2.1. General procedure 1 (GP1) General procedure: To a solution of paraformaldehyde (1.0 mmol) in MeOH (10.0 mL) the respective amine (1.0 or 2.0 mmol), the isocyanide (1.0 mmol) and TMSN3 (1.0 mmol) were added. The resulting solution was stirred at 80 °C in the microwave for 1.5 h. After addition of phosphate buffer solution (1 M, pH 7) and water (approx. 10 mL each) the crude product was extracted with CH2Cl2 (5 × approx. 20 mL). The combined organic layers were dried (Na2SO4) and the solvent was removed in vacuo. Further purification of the tetrazole product was performed as specified.

Reference： [1]Schaffert, Eva S.; Höfner, Georg; Wanner, Klaus T. [Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 21, p. 6492 - 6504]

49
[ 50-00-0 ]
[ 4648-54-8 ]
[ 10340-91-7 ]
[ 3963-62-0 ]
[ 1340483-83-1 ]

Yield	Reaction Conditions	Operation in experiment
86%	In methanol at 80℃; for 1.5h; Inert atmosphere; Microwave irradiation; Sealed tube;	4.1.2.1. General procedure 1 (GP1) General procedure: To a solution of paraformaldehyde (1.0 mmol) in MeOH (10.0 mL) the respective amine (1.0 or 2.0 mmol), the isocyanide (1.0 mmol) and TMSN3 (1.0 mmol) were added. The resulting solution was stirred at 80 °C in the microwave for 1.5 h. After addition of phosphate buffer solution (1 M, pH 7) and water (approx. 10 mL each) the crude product was extracted with CH2Cl2 (5 × approx. 20 mL). The combined organic layers were dried (Na2SO4) and the solvent was removed in vacuo. Further purification of the tetrazole product was performed as specified.

Reference： [1]Schaffert, Eva S.; Höfner, Georg; Wanner, Klaus T. [Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 21, p. 6492 - 6504]

50
[ 824426-35-9 ]
[ 3963-62-0 ]
SH-116 [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
64%	With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 12h;	4.2.36. N-(2,2-Diphenylethyl)-2-[3-fluoro-4-(methylsulfonylamino)phenyl]propionamide (48) General procedure: A mixture of acid (10 mmol), amine (12 mmol) and 1-(3-dimethylaminopropyl)-3-ethyl-carbodiimide hydrochloride (12 mmol) in CH2Cl2 (20 mL) was stirred for 12 h at room temperature. The reaction mixture was filtered off and the filtrate was concentrated. The residue was purified by flash column chromatography on silica gel using EtOAc-hexanes as eluant.

Reference： [1]Location in patent: experimental part Sun, Wei; Liu, Keliang; Ryu, Hyungchul; Kang, Dong Wook; Kim, Yong Soo; Kim, Myeong Seop; Cho, Yongsung; Bhondwe, Rahul S.; Thorat, Shivaji A.; Kim, Ho Shin; Pearce, Larry V.; Pavlyukovets, Vladimir A.; Tran, Richard; Morgan, Matthew A.; Lazar, Jozsef; Ryder, Christopher B.; Toth, Attila; Blumberg, Peter M.; Lee, Jeewoo [Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 3, p. 1310 - 1318]

51
[ 1003-31-2 ]
[ 3963-62-0 ]
[ 1390632-61-7 ]

Reference： [1]Journal of the American Chemical Society,2012,vol. 134,p. 11980 - 11983

52
[ 1003-31-2 ]
[ 3963-62-0 ]
[ 1390632-94-6 ]

Reference： [1]Journal of the American Chemical Society,2012,vol. 134,p. 11980 - 11983

53
[ 463-71-8 ]
[ 3963-62-0 ]
[ 34634-22-5 ]

Yield	Reaction Conditions	Operation in experiment
98%	With sodium hydrogencarbonate In dichloromethane at 20℃; for 0.5h;	4.2.5. General procedure for the synthesis of the isothiocyanates 83-88 General procedure: A solution of the respective amine (14e16 or 31e33, 1 equiv) inDCM was added to a saturated solution of NaHCO3 at rt. Subsequently,thiophosgene (1.1 equiv) was added dropwise and thereaction was stirred vigorously for 30 min at rt. The organic layerwas washed with H2O, brine and dried over Na2SO4. The solvent was removed under reduced pressure and the crude product waspurified with column chromatography (EtOAc/PE 5/95).

Reference： [1]Biselli, Sabrina; Bresinsky, Merlin; Buschauer, Armin; Forster, Lisa; Honisch, Claudia; Pockes, Steffen; Tropmann, Katharina; Bernhardt, Günther [European Journal of Medicinal Chemistry, 2021, vol. 214]

54
[ 35302-72-8 ]
[ 3963-62-0 ]
[ 1326285-42-0 ]

Yield	Reaction Conditions	Operation in experiment
67%	With triethylamine In acetonitrile at 60℃; for 24h;	General procedure 1 General procedure: 2,2,2-Trichloro-1-(1H-pyrrol-2-yl)ethanone (2) (0.200 g, 0.94 mmol) and benzylamine (0.101 g, 0.11 mL, 0.94 mmol) were dissolved in acetonitrile (15.0 mL). Triethylamine (5 equiv, 0.65 mL) was added to the solution, and the reaction mixture stirred at 60 °C for 24 h. Solvent was removed from the reaction by rotary evaporation. The resulting yellow oil was purified using 5% MeOH/CH2Cl2 to afford N-benzyl-1H-pyrrole-2-carboxamide (0.123 g, 65%) as a white solid, mp 128-130 °C.

Reference： [1]Dyson, Lauren; Wright, Anthony D.; Young, Kelly A.; Sakoff, Jennette A.; McCluskey, Adam [Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 5, p. 1690 - 1699]

55
[ 50371-52-3 ]
[ 3963-62-0 ]
[ 1569312-52-2 ]

Yield	Reaction Conditions	Operation in experiment
48%	With triethylamine In acetonitrile at 60℃; for 24h;	General procedure 2 General procedure: 2,2,2-Trichloro-1-(4,5-dibromo-1H-pyrrol-2-yl)ethanone (3) (0.200 g, 0.54 mmol), and phenylmethanamine (0.058 g, 0.06 mL, 0.54 mmol) were dissolved in acetonitrile (10.0 mL). Triethylamine (5 equiv, 0.38 mL) was added to the solution, and the reaction mixture stirred at 60 °C for 24 h. Solvent was removed from the reaction by rotary evaporation. The resulting yellow oil was purified using column chromatography from 2% MeOH/CH2Cl2 to afford N-benzyl-4,5-dibromo-1H-pyrrole-2-carboxamide (0.0978 g, 51%) as a brown solid, decomp. 125 °C.

Reference： [1]Dyson, Lauren; Wright, Anthony D.; Young, Kelly A.; Sakoff, Jennette A.; McCluskey, Adam [Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 5, p. 1690 - 1699]

56
[ 3963-62-0 ]
4-nitro-N'-(4-(trifluoromethoxy)phenyl)benzohydrazonoyl chloride [ No CAS ]
[ 1181214-76-5 ]

Yield	Reaction Conditions	Operation in experiment
50%	Stage #1: 2,2-Diphenylethylamine; 4-nitro-N'-(4-(trifluoromethoxy)phenyl)benzohydrazonoyl chloride With triethylamine In acetonitrile Stage #2: With sodium hypochlorite In acetonitrile at 20℃; for 24h;	11 Preparation of 3-(4-Nitrophenyl)-1-(4-(trifluoromethoxy)-phenyl)-1H-1,2,4-triazole [0108] To a magnetically stirred solution of 4-nitro-N′-(4-(trifluoromethoxy)-phenyl)benzohydrazonoyl chloride (100 mg, 0.278 mmoL) in MeCN (1.4 mL) was added 2,2-diphenylethyl amine (60 mg, 0.306 mmoL) followed by TEA (43 μL, 0.306 mmoL) and the reaction mixture was stirred overnight to give the crude triazene. The solvent was concentrated under reduced pressure. The residue was dissolved in fresh MeCN (1.4 mL) and NaOCl solution (15% Aldrich, 1.3 mL) and the reaction was stirred at room temperature for 24 h. The mixture was diluted with EtOAc and washed with water. The organic layer was filtered, dried over MgSO4 and concentrated. The residue was purified via radial chromatography using a 50% EtOAc/hexane as eluent. The title compound was isolated from the fraction at Rf=0.20 (48 mg, 50%).

Reference： [1]Current Patent Assignee: CORTEVA INC - US2014/275557, 2014, A1 Location in patent: Paragraph 0107; 0108

57
[ 3963-62-0 ]
methyl 4-(chloro(2-(4-(trifluoromethoxy)phenyl)hydrazono)methyl)benzoate [ No CAS ]
methyl 4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)benzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
43%	Stage #1: 2,2-Diphenylethylamine; methyl 4-(chloro(2-(4-(trifluoromethoxy)phenyl)hydrazono)methyl)benzoate With triethylamine In acetonitrile Stage #2: With silver carbonate In acetonitrile at 20℃; for 5h;	3 Preparation of Methyl 4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)benzoate [0090] To a magnetically stirred solution of methyl 4-(chloro(2-(4-(trifluoro-methoxy)phenyl)hydrazono)methyl)benzoate (150 mg, 0.402 mmoL) in MeCN (2 mL) was added 2,2-diphenylethyl amine (87 mg; 0.443 mmoL) followed by TEA (62 μL, 0.443 mmoL) and the reaction mixture was stirred overnight to give the crude triazene. The solvent was concentrated under reduced pressure. The residue was dissolved in fresh MeCN (2 mL) and Ag2CO3 (166 mg, 0.604 mmoL) was added and the reaction was stirred at room temperature for 5 h. The solvent was evaporated and the residue taken up in 2:1 EtOAc/hexane. The mixture was filtered followed by purification via radial chromatography using a 2:1 EtOAc/hexane mixture as the eluent. The title compound was isolated from the fraction at Rf=0.35 (63 mg, 43%): mp 165-168° C.; 1H NMR (400 MHz, CDCl3) δ 8.60 (s, 1H), 8.28 (d, J=8.7 Hz, 2H), 8.15 (d, J=8.7 Hz, 2H), 7.82 (d, J=9.1 Hz, 2H), 7.40 (d, J=9.0 Hz, 2H), 3.96 (s, 3H); 19F NMR (376 MHz, CDCl3) δ -58.01; 13C NMR (101 MHz, CDCl3) δ 166.76, 162.61, 148.55, 141.77, 135.41, 134.46, 131.03, 130.02, 126.46 122.44, 121.66, 121.31, 119.10; GCMS m/z 363 [M+].

Reference： [1]Current Patent Assignee: CORTEVA INC - US2014/275557, 2014, A1 Location in patent: Paragraph 0089; 0090

58
[ 3963-62-0 ]
[ 52771-21-8 ]
(2,2-diphenylethyl)([3-(trifluoromethoxy)-phenyl]methyl})amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20℃;	Step 1: Synthesis of INT-38 INT-38 3-(Trifluoromethoxy)benzaldehyde (975 mg, 5.13 mmol) and 2,2-diphenylethylamine (920 mg, 4.66 mmol) were dissolved in dry DCM (10 mL). Subsequent addition of sodium triacetoxyborohydride (988 mg, 4.66 mmol) and acetic acid (1 mL) was followed by stirring at RT overnight or until TLC showed no starting material remained. The reaction mixture was poured into saturated sodium bicarbonate solution (150 mL) and then extracted with EtOAc (3 x 100 mL). The organic layers were dried over magnesium sulfate, filtered, concentrated under reduced pressure, and the residue was purified by silica gel chromatography (MeOH/DCM/7N ammonium hydroxide) to afford the desired (2,2-diphenylethyl)([3- (trifluoromethoxy)-phenyl]methyl})amine (INT-38) as a viscous oil (1 .13 g, 65% yield).
65%	With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20℃;	Step 1: Synthesis of INT-38 3-(Trifluoromethoxy)benzaldehyde (975 mg, 5.13 mmol) and 2,2-diphenylethylamine (920 mg, 4.66 mmol) were dissolved in dry DCM (10 mL). Subsequent addition of sodium triacetoxyborohydride (988 mg, 4.66 mmol) and acetic acid (1 mL) was followed by stirring at RT overnight or until TLC showed no starting material remained. The reaction mixture was poured into saturated sodium bicarbonate solution (150 mL) and then extracted with EtOAc (3*100 mL). The organic layers were dried over magnesium sulfate, filtered, concentrated under reduced pressure, and the residue was purified by silica gel chromatography (MeOH/DCM/7N ammonium hydroxide) to afford the desired (2,2-diphenylethyl)([3-(trifluoromethoxy)-phenyl]methyl})amine (INT-38) as a viscous oil (1.13 g, 65% yield).

Reference： [1]Patent: WO2015/106164,2015,A1 .Location in patent: Page/Page column 100
[2]Patent: US2017/66791,2017,A1 .Location in patent: Paragraph 0522; 0523

59
[ 3963-62-0 ]
[ 112641-20-0 ]
[ 847991-15-5 ]

Yield	Reaction Conditions	Operation in experiment
83%	With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20℃;	Step 2: Synthesis of INT-44 INT-44 2-2-Diphenylethylamine (500 mg, 2.6 mmol) and <strong>[112641-20-0]2-fluoro-3-trifluoromethylbenzaldehyde</strong> (467 mg, 2.37 mmol) were dissolved in dry DCM (1 1 mL). Sodium triacetoxyborohydride (703 mg, 3.32 mmol) and acetic acid (0.136 mL, 2.37 mmol) were added and the reaction was stirred at RT overnight or until TLC showed consumption of the starting material. The reaction was diluted with EtOAc (100 mL), washed with half-saturated potassium carbonate solution (100 mL), water (100 mL), and the combined aqueous layers were re-extracted with EtOAc (100 mL). The second organic layer was washed with water (100 mL) and the combined organic layers were dried over magnesium sulfate, filtered, concentrated under reduced pressure, and purified by silica gel column chromatography (EtOAc/hexanes = 1/3) to afford (2,2- diphenylethyl)([2-fluoro-3-(trifluoromethyl)phenyl]methyl})amine (INT-44) as a yellow viscous oil (736 mg, 83%).
83%	With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20℃;	Step 2: Synthesis of INT-44 2-2-Diphenylethylamine (500 mg, 2.6 mmol) and <strong>[112641-20-0]2-fluoro-3-trifluoromethylbenzaldehyde</strong> (467 mg, 2.37 mmol) were dissolved in dry DCM (11 mL). Sodium triacetoxyborohydride (703 mg, 3.32 mmol) and acetic acid (0.136 mL, 2.37 mmol) were added and the reaction was stirred at RT overnight or until TLC showed consumption of the starting material. The reaction was diluted with EtOAc (100 mL), washed with half-saturated potassium carbonate solution (100 mL), water (100 mL), and the combined aqueous layers were re-extracted with EtOAc (100 mL). The second organic layer was washed with water (100 mL) and the combined organic layers were dried over magnesium sulfate, filtered, concentrated under reduced pressure, and purified by silica gel column chromatography (EtOAc/hexanes=1/3) to afford (2,2-diphenylethyl)([2-fluoro-3-(trifluoromethyl)phenyl]methyl})amine (INT-44) as a yellow viscous oil (736 mg, 83%).

Reference： [1]Patent: WO2015/106164,2015,A1 .Location in patent: Page/Page column 104
[2]Patent: US2017/66791,2017,A1 .Location in patent: Paragraph 0545; 0546

60
[ 3963-62-0 ]
[ 112641-20-0 ]
(4-{3-[(2,2-diphenylethyl)([2-fluoro-3-(trifluoromethyl)phenyl]methyl})amino]propoxy}-2-fluoro-6-methanesulfonylphenyl)methanol [ No CAS ]

Reference： [1]Patent: WO2015/106164,2015,A1
[2]Patent: US2017/66791,2017,A1

61
[ 3963-62-0 ]
(2S)-4-[(tert-butyldimethylsilyl)oxy]-butan-2-yl methanesulfonate [ No CAS ]
[(2R)-4-[(tert-butyldimethylsilyl)oxy]butan-2-yl](2,2-diphenylethyl)amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With potassium carbonate In acetonitrile at 90℃; for 48h;	17.2 Step 2: Synthesis of INT-22 Step 2: Synthesis of INT-22 Crude INT-21 (1.0 g, 3.54 mmol) and 2,2-diphenylethylamine (770 mg, 3.89 mmol) were dissolved in dry ACN (10 mL), followed by addition of potassium carbonate (2.93 g, 21.2 mmol). The mixture was heated at 90° C. for 48 h until TLC showed very little starting material remaining. The heterogeneous reaction mixture was poured into EtOAc (100 mL) and washed with water (2*100 mL). The combined aqueous layers were extracted with EtOAc (100 mL) and this second organic layer was in turn washed with water (100 mL). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (EtOAc/hexane) to afford [(2R)-4-[(tert-butyldimethylsilyl)oxy]butan-2-yl](2,2-diphenylethyl)amine (INT-22) as a slightly yellowish oil (1.06 g, 78% yield).
1.06 g	With potassium carbonate In acetonitrile at 90℃; for 48h;	17.2 Step 2: Synthesis of INT-22 Step 2: Synthesis of INT-22 INT-22 Crude INT-21 (1 .0 g, 3.54 mmol) and 2,2-diphenylethylamine (770 mg, 3.89 mmol) were dissolved in dry ACN (10 mL), followed by addition of potassium carbonate (2.93 g, 21 .2 mmol). The mixture was heated at 90 °C for 48 h until TLC showed very little starting material remaining. The heterogeneous reaction mixture was poured into EtOAc (100 mL) and washed with water (2 x 100 mL). The combined aqueous layers were extracted with EtOAc (100 mL) and this second organic layer was in turn washed with water (100 mL). The combined organic layers were dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (EtOAc/hexane) to afford [(2R)-4-[(ferf-butyldimethylsilyl)oxy]butan-2-yl](2,2-diphenylethyl)amine (INT-22) as a slightly yellowish oil (1 .06 g, 78% yield).

Reference： [1]Current Patent Assignee: INSPIRNA INC - US2017/66791, 2017, A1 Location in patent: Paragraph 0403; 0404; 0405
[2]Current Patent Assignee: INSPIRNA INC - WO2015/106164, 2015, A1 Location in patent: Page/Page column 75; 76

62
[ 75-15-0 ]
[ 3963-62-0 ]
[ 34634-22-5 ]

Yield	Reaction Conditions	Operation in experiment
97%	Stage #1: carbon disulfide; 2,2-Diphenylethylamine With triethylamine In ethanol at 20℃; for 1h; Stage #2: With dmap; di-<i>tert</i>-butyl dicarbonate at 0 - 20℃; for 4h;	The synthesis of (2-isothiocyanatoethane-1,1-diyl)dibenzene (SF5) General procedure: The solution of 3-(2-aminoethyl)indole (80.1 mg, 0.5 mmol) in EtOH (1 mL, 0.5 M) was treated with carbon disulfide (114.2 mg, 1.5 mmol) followed by triethylamine (50.6 mg, 0.5 mmol). After stirring at room temperature for 1 hour, Boc2O (109.1 mg, 0.5 mmol) and DMAP (1.8 mg, 0.015 mmol) was added to the reaction mixture at 0 °C. The reaction was stirred at room temperature for 2 hours and leave it additionally 2 hour to remove SCO gas. After the reaction completes, the crude product was extracted with ethyl acetate (50 mL) and purified by silica gel chromatography to afford 3-(2-isothiocyanatoethyl)-1H-indole (89.9 mg, 89%).

Reference： [1]Kim, Taejung; Kim, Young-Joo; Han, Im-Ho; Lee, Dahae; Ham, Jungyeob; Kang, Ki Sung; Lee, Jae Wook [Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 1, p. 62 - 66]

63
[ 2389-45-9 ]
[ 3963-62-0 ]
benzyl tert-butyl-{6-[(2,2-diphenylethyl)amino]-6-oxohexane-1,5-diyl}-(S)-dicarbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	Stage #1: Boc-Lys(Z)-OH With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 1h; Stage #2: 2,2-Diphenylethylamine In dichloromethane at 0 - 20℃;	General procedure: General procedure 1 (GP1) for amide couplings: Representative experimental procedure for the amide formation using primary amines. To solution of acid (1 eq.) in anhydrous DCM was added N-(3-Dimethylaminopropyl)-N'- ethylcarbodiimide (EDC) hydrochloride (1.1 eq.) at 0 °C and stirred for lh. The primary amine (1.1 eq.) was added to the reaction mixture, and then it was warmed up to room temperature and stirred for 14-18 h. A saturated solution of NaHC03 was added and the aqueous phase was extracted with DCM (3 times). The combined organic extracts were washed with brine, dried over Na2S04, filtered and evaporated in vacuo. The crude mixture was purified by flash column chromatography to afford the compounds 1, 4, 30, 32, 36, 37, 40, 41.
80%	With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Inert atmosphere;

Reference： [1]Current Patent Assignee: FRIEDRICH-ALEXANDER-UNIVERSITÄT ERLANGEN-NÜRNBERG - WO2017/63910, 2017, A1 Location in patent: Page/Page column 18
[2]Milanos, Lampros; Brox, Regine; Frank, Theresa; Poklukar, Gašper; Palmisano, Ralf; Waibel, Reiner; Einsiedel, Jürgen; Dürr, Maximilian; Ivanović-Burmazović, Ivana; Larsen, Olav; Hjortø, Gertrud Malene; Rosenkilde, Mette Marie; Tschammer, Nuska [Journal of Medicinal Chemistry, 2016, vol. 59, # 5, p. 2222 - 2243]

64
[ 3963-62-0 ]
[ 66845-42-9 ]
benzyl tert-butyl-{6-[(2,2-diphenylethyl)amino]-6-oxohexane-1,5-diyl}-(R)-dicarbamate [ No CAS ]

Reference： [1]Journal of Medicinal Chemistry,2016,vol. 59,p. 2222 - 2243

65
[ 3963-62-0 ]
[ 2419-94-5 ]
tert-butyl (1,5-bis((2,2-diphenylethyl)amino)-1,5-dioxopentan-2-yl)carbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide	11 2.3.11. Synthesis of tert-butyl (1,5-bis((2,2-diphenylethyl)amino)-1,5-dioxopentan-2-yl)carbamate (11) Boc-Glu-OH (9, 100 mg, 0.40 mmol) was dissolved in DMF anhydrous (10 mL) with HBTU (0.32 g, 0.85 mmol). 2,2-Biphenylethylamine (10, 0.17 g, 0.85 mmol) was added followed by DIPEA (207 μL, 1.20 mmol). The reaction was left stirring overnight. The solvent was removed in vacuo, the crude product was redissolved in EtOAc and acetic acid 5% was mixed. The aqueous layer was extracted with EtOAc (4 Χ 20 mL), the organic layers were combined, washed with brine, dried over NaSO4 and the solvent was removed in vacuo. The crude product was redissolved in the minimum quantity of EtOAc and precipitated with hexane. The product was then reprecipitated using DCM/hexane to achieve 11 as a white solid (182 mg, 75% yield). Rf = 0.83 in EtOAc 100%; 1H NMR, δ (500 MHz, CDCl3) 7.31-7.16 (20H, m, Ph), 6.21 (1H, br s, NHCO), 5.89 (1H, br s, NHCO), 5.45 (1H, br s, NH Boc), 4.20-4.13 (2H, 2t, J = 8.05 Hz and J = 8.05 Hz, 2CHPh2), 3.99-3.87 (2H, m, CH2CHPh2), 3.77-3.69 (3H, m, CH2CHPh2 and CH Glu), 2.06-1.89 and 1.88-1.80 (2H, m, CH2CO Glu), 1.77-1.68 (2H, m, CHCH2 Glu), 1.40 (9H, s, C(CH3)). 13C NMR δ (126 MHz, CDCl3) 172.50 (CONH), 171.38 (CONH), 155.78 (OCONH), 141.95, 141.90, 141.84, 141.80, 128.78, 128.72, 128.15, 128.09 and 126.89 (Ph), 79.95 (C(CH3)3), 53.53 (CH Glu), 50.65 (CHPh2), 50.52 (CHPh2), 43.88 (CH2CHPh2), 43.76 (CH2CHPh2), 32.25 (CH2CO Glu), 29.49 (CHCH2 Glu), 28.35 (C(CH3)). ESI-MS m/z, M+H+ = 606.5, calculated for C38H43N3O4 = 605.3.

Reference： [1]Pes, Lara; Kim, Young; Tung, Ching-Hsuan [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 8, p. 1706 - 1717]

66
[ 607-68-1 ]
[ 3963-62-0 ]
2-chloro-N-(2,2-diphenylethyl)quinazolin-4-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
77%	With triethylamine In tetrahydrofuran at 20℃; for 3h;	d.1 STEP 1 j00218j To a mixture of 2,4-dichloroquinazoline (1.0 g, 5.02 mmol) and 2,2- diphenylethanamine (1.05 g, 5.5 mmol) in THF (20 mL) was added triethylamine (0.84 mL, 6.02 mmol) and the mixture was stirred at room temperature for 3 hours. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure. The residue obtained was purified by recrystallization from ether to yield 1.38 g (7 7%) of 2-chloro-N- (2,2-diphenylethyl)quinazolin-4-amine. Mp 184-186 °C. TLC Rf 0.39 (EtOAc-Hexane, 75:25). ‘H NMR (400 MHz, DMSO-d6) ö 8.78 (t, J= 5.5 Hz, 1H), 8.13 (ddd, J= 8.6, 1.3, 0.6 Hz, 1H), 7.76 (ddd, J= 8.3, 7.0, 1.2 Hz, 1H), 7.60 (ddd, J 8.3, 1.3, 0.6 Hz, 1H), 7.47 (ddd, J= 8.2, 7.0, 1.2 Hz, 1H), 7.36-7.24 (m, 8H), 7.22-7.15 (m, 3H), 4.60 (t, J= 7.8 Hz, 1H),4.15 (dd, J= 7.8, 5.4 Hz, 2H). MS m/z 360 (M + H). Elemental analysis calculated (%) for C22H,8N3ClH2O: C 69.93, H 5.34, N 11.12. Found: C 72.01, H 4.82, N 11.24.

Reference： [1]Current Patent Assignee: GOVERNMENT OF THE UNITED STATES; SOUTHERN RESEARCH INSTITUTE - WO2016/90296, 2016, A1 Location in patent: Paragraph 00218

67
[ 26260-02-6 ]
[ 3963-62-0 ]
N-(2-iodobenzyl)-2,2-diphenylethanamine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With sodium tris(acetoxy)borohydride In dichloromethane at 0 - 20℃; for 5h; Inert atmosphere;	4.2.13 N-(2-Iodobenzyl)-2,2-diphenylethanamine (23) To a stirred solution of 2,2-diphenylethan-1-amine (22) (235mg, 1.19mmol, 1.0equiv.) and 2-iodobenzaldehyde (15) (332mg, 1.43mmol, 1.2equiv.) in dry DCM (30.0mL), under nitrogen and at 0°C, was added NaBH(OAc)3 (504mg, 2.38mmol, 2.0equiv.). The reaction mixture was allowed to warm to room temperature, stirred for 5h and quenched with water and saturated aqueous NaHCO3. The aqueous layer was extracted with DCM (3×), and combined the organic layers were dried over Na2SO4, filtered and concentrated under reduced pressure. The crude residue was purified by flash chromatography (eluent DCM/MeOH=99/1 to 98/2), yielding 392mg (80%) of desired compound 23. (0068) Rf (DCM/MeOH=95/5)=0.38; 1H NMR (400MHz, CDCl3) δ (ppm)=7.80 (1H, d, H-12, J=7.6Hz), 7.17-7.35 (12H, m, Ar-H), 6.90-6.98 (1H, m, H-15), 4.25 (1H, t, H-2,J=7.6Hz), 3.84 (2H, s, H-7), 3.26 (2H, d, H-1, J=7.6Hz), 1.73 (2H, bs, NH); 13C NMR (101MHz, CDCl3) δ (ppm)=142.9 (C-3), 142.0 (C-8), 139.5 (C-10), 129.9 (C-13), 128.9 (C-11), 128.8 (C-4), 128.4 (C-12), 128.2 (C-5),126.7 (C-6),99.7 (C-9), 58.3 (C-1), 53.8 (C-7), 51.4 (C-2); MS(ESI) m/z=414.0 [M+H]+; HRMS(ESI) m/z=414.0712 [M+H]+, calc.: 414.0713, Diff.: 0.4ppm.

Reference： [1]Boudhar, Aicha; Ng, Xiao Wei; Loh, Chiew Yee; Chia, Wan Ni; Tan, Zhi Ming; Nosten, Francois; Dymock, Brian W.; Tan, Kevin S.W. [European Journal of Medicinal Chemistry, 2016, vol. 119, p. 231 - 249]

68
[ 3963-62-0 ]
[ 15486-96-1 ]
3-bromo-N-(2,2-diphenylethyl)propanamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%	With triethylamine In tetrahydrofuran at 0 - 20℃; for 1h; Inert atmosphere;	General procedure (A) for the preparation of 3-bromo-N-substituted- and 3-bromo-N,N-disubstituted propanamide derivatives (1-3) General procedure: To a solution of bromoacetyl chloride (1.40g, 8.17mmol) in10mL of dry THF cooled at 0°C, under argon atmosphere, was added dropwise, under vigorous stirring, a solution of the appropriate amine (5.45mmol) and triethylamine (0.276g, 2.72mmol) in dry THF (10mL). After 30min at 0° and 30min at room temperature the reaction mixture was quenched by the addition of 50ml of H2O and extracted with dichloromethane (3×50ml). The combined organic extracts were washed with saturated NaHCO3 and brine, and then dried over anhydrous Na2SO4. Evaporation under reduced pressure gave the crude 3-bromopropanamide derivatives (1-3) which were purified by flash chromatography on silica gel, using CH2Cl2 and cyclohexane as eluent.

Reference： [1]Ronsisvalle, Simone; Aricò, Giuseppina; Panarello, Federica; Spadaro, Angelo; Pasquinucci, Lorella; Pappalardo, Maria S.; Parenti, Carmela; Ronsisvalle, Nicole [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 21, p. 5280 - 5290]

69
[ 109-49-9 ]
[ 3963-62-0 ]
[ 107112-44-7 ]

Yield	Reaction Conditions	Operation in experiment
94%	With palladium(II) trifluoroacetate; oxygen In toluene at 100℃;	General procedure for the preparation of pyrroles 3. General procedure: All the reactions were carried out under aerobic atmosphere. To a solution of substrate 5-hexen-2-one 1 (0.6 mmol, 1.2 mmol for the diamines substrates) and amines 2 (0.5 mmol) in toluene (2.0 mL) was added to Pd(OCOCF3)2 (0.05 mmol, 16.5 mg). The mixture with O2 balloon was stirred at 100 °C overnight. The substrate was consumed completely monitored by TLC. The mixture was cooled to room temperature, filtered through celite, washed with ethylacetate and concentrated under vacuum. The resulting residue was purified by column chromatography using hexane/ethyl acetate (v/v, 20/1 to 10/1) as the eluent to give the desired product.

Reference： [1]Chen, Xi; Yang, Meng; Zhou, Min [Tetrahedron Letters, 2016, vol. 57, # 47, p. 5215 - 5218]

70
[ 3963-62-0 ]
(3aR,4R,6S,6aS)-6-(2,6-dichloro-9H-purin-9-yl)-N-ethyl-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxamide [ No CAS ]
(3aR,4R,6S,6aS)-6-(2-chloro-6-(2,2-diphenylethylamino)-9H-purin-9-yl)-N-ethyl-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	In ethanol at 20℃; for 20h;	(3aR,4R,6S,6aS)-6-(2-chloro-6-(2,2-diphenylethylamino)-9H-purin-9-yl)-N-ethyl-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxamide To a stirred solution of (3aR,4R,6S,6aS)-6-(2,6-dichloro-9H-purin-9-yl)-N-ethyl-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxamide (1.6 g, 4.0 mmol) in ethanol (40 mL) was added 2,2-diphenylethylamine (7.8 g, 39 mmol). The mixture was stirred at room temperature for 20 h then concentrated in vacuo. The resulting residue was dissolved in EtOAc and washed with HCl (2 M) (50 mL). The organic layer was dried (Na2SO4), filtered, and concentrated in vacuo to give a residue which was purified by flash chromatography (silica), eluting with methanol in DCM (2%), to afford (3aR,4R,6S,6aS)-6-(2-chloro-6-(2,2-diphenylethylamino)-9H-purin-9-yl)-N-ethyl-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4-carboxamide (2.1 g, 3.7 mmol, 94%) as a yellow solid.

Reference： [1]Hothersall, J. Daniel; Guo, Dong; Sarda, Sunil; Sheppard, Robert J.; Chen, Hongming; Keur, Wesley; Waring, Michael J.; IJzerman, Adriaan P.; Hill, Stephen J.; Dale, Ian L.; Rawlins, Philip B. [Molecular Pharmacology, 2017, vol. 91, # 1, p. 25 - 38]

71
[ 3963-62-0 ]
2-[2,5-bis(4-cyanophenyl)furan-3-yl]acetic acid [ No CAS ]
N-(2,2-diphenylethyl)-2-[2,5-bis(4-cyanophenyl)furan-3-yl]acetamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
63%	Stage #1: 2-[2,5-bis(4-cyanophenyl)furan-3-yl]acetic acid With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate In tetrahydrofuran for 0.166667h; Stage #2: 2,2-Diphenylethylamine With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃;	5.1.14. General method for the synthesis of amides 13a-y General procedure: A mixture of 12 (0.3 mmol) and PyBOP (0.45 mmol) in THF (20 mL) was stirred for 10 min. Afterwards, the corresponding amine (0.34 mmol) and DIPEA (0.76 mmol) were given to the mixture and stirred overnight at RT. The crude mixture was evaporated, the product was dissolved in EtOAc, washed with Na2CO3 solution, and dried over Na2SO4. After evaporation, the product was purified by column chromatography (eluent: CHCl3/MeOH).

Reference： [1]Sauer; Skinner-Adams; Bouchut; Chua; Pierrot; Erdmann; Robaa; Schmidt; Khalife; Andrews; Sippl [European Journal of Medicinal Chemistry, 2017, vol. 127, p. 22 - 40]

72
[ 3963-62-0 ]
[ 122-60-1 ]
C₂₃H₂₅NO₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	Stage #1: 2,2-Diphenylethylamine; Phenyl glycidyl ether In N,N-dimethyl-formamide at 60℃; for 12h; Sealed tube; Stage #2: With water In N,N-dimethyl-formamide at 60℃; for 12h; Sealed tube; regioselective reaction;	General method for synthesis of amino alcohols: General procedure: In a 20 mL pressure tube (for volatile amines) was combined epoxide (1.0 mmol, 1.0 equiv) and amine (1.5 mmol, 1.5 equiv) 6.7 mL of reagent grade DMF. The reaction vessel fitted with a stirbar, sealed, and heated at 60°C for 12 h after which the vessel was allowed to cool to ambient temperature (not necessary for reactions not ran in pressure vessels) before receiving deionized water (50 equiv) in one portion. The vessel was resealed and stirred at 60°C for an additional 12 h. Solvent was removed on a rotary evaporator (22.5 mbar at 35°C) and the crude residue loaded directly onto a silica gel column.
50%	at 70℃; Inert atmosphere;	13 Example 13. Preparation of Compound 14 (BC15161). 2,2-Diphenylethylamine (5 mmol) and 2-(phenoxymethyl)oxirane (5 mmol) were combined and stirred under N2 at 70 °C overnight. The reaction mixture was cooled down to produce a yellow oil. The product was then purified using column chromatograph to obtain the final product yellow powder (0.8 g, 50% yield).

Reference： [1]Lizza, Joseph R.; Moura-Letts, Gustavo [Synthesis, 2017, vol. 49, # 6, p. 1231 - 1242]
[2]Current Patent Assignee: UNIV OF PITTSBURG OF THE COMMONEALTH SYSTEM OF HIGHER EDUCATION; THE UNITED STATES REPRESENTED BY THE DEPARTMENT OF VETERANS AFFAIRS TECHNOLOGY TRANSFER PROGRAM IOP9TT; COMMONWEALTH SYSTEM OF HIGHER EDUCATION; GOVERNMENT OF THE UNITED STATES - WO2018/67685, 2018, A1 Location in patent: Paragraph 0136

73
[ 3963-62-0 ]
3-[5-(ethoxycarbonyl)-4-methyl-6-(3-nitrophenyl)-2-oxo-2,3-dihydropyrimidin-1(6H)-yl]propanoic acid [ No CAS ]
ethyl 3-[2-{(2,2-diphenylethyl)aminocarbonyl}ethyl]-6-methyl-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88.3%	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 0 - 8℃;	4.1.6 Ethyl 6-methyl-3-[2-(substitutedaminocarbonyl)-ethyl]-4-(3-nitrophenyl)-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (6a-j) General procedure: To a solution of the carboxylic acid derivative (5) (0.37g, 1mmol) and the appropriate amine (1.2mmol) in THF (20mL), 1-ethyl-3-(3- dimethylaminopropyl)-carbodiimide hydrochloride (EDCI-HCl) (1.2mmol) and 1-hydroxybenzotriazole (HOBT) (1.2mmol) were added at 0°C. The reaction mixture was stirred overnight at 2-8°C and progress of the reaction was monitored by TLC. After completion, the reaction mixture was concentrated by evaporation under reduced pressure, diluted with dichloromethane (100mL) and washed with water (10mL x 3) followed by brine (10mL x 3). The organic layer was then dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The pure compound was isolated by preparative TLC or silica gel column chromatography with gradient elution of ethyl acetate in hexanes.

Reference： [1]Teleb, Mohamed; Zhang, Fang-Xiong; Farghaly, Ahmed M.; Aboul Wafa, Omaima M.; Fronczek, Frank R.; Zamponi, Gerald W.; Fahmy, Hesham [European Journal of Medicinal Chemistry, 2017, vol. 134, p. 52 - 61]

74
[ 947-91-1 ]
[ 3963-62-0 ]

Reference： [1]Chemical Science,2020,vol. 11,p. 4332 - 4339
[2]Science,2017,vol. 358,p. 326 - 332
[3]Chemical Science,2020,vol. 11,p. 2973 - 2981

75
[ 3261-87-8 ]
[ 3963-62-0 ]
C₁₈H₁₉NO₃S [ No CAS ]

Reference： [1]Chemical Science,2017,vol. 8,p. 3775 - 3780

76
[ 175135-22-5 ]
[ 3963-62-0 ]
N-(2,2-diphenylethyl)-2-(propylthio)nicotinamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
52%	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 25℃; for 16h;	3 General methods of synthesis of A2 The material A1 (50 mg, 0.25 mmol), EDC (79 mg, 0.51 mmol), HOBt (69 mg, 0.51 mmol) and TEA (0.11 mL, 0.76 mmol) were dissolved in anhydrous DMF (2 mL).2,2-Diphenylethane-1-amine monohydrate (45 mg, 0.23 mmol) was added to the reaction mixture and stirred at room temperature for 16 hours. After the reaction is complete,The mixture was extracted with EtOAc and washed with water.The organic layer was dried over anhydrous MgSO4 and evaporated in vacuo.The resultant crude residue was purified by flash column chromatography (n-hexane: EA = 1: 3 ratio) to prepare an ivory solid A2.

Reference： [1]Current Patent Assignee: INSTITUT PASTEUR - KR2018/36419, 2018, A Location in patent: Paragraph 0101; 0102; 0105; 0106

77
[ 201230-82-2 ]
[ 3963-62-0 ]
[ 40691-63-2 ]

Yield	Reaction Conditions	Operation in experiment
73%	With copper (II) trifluoroacetate hydrate; 3-(trifluoromethyl)benzoic acid; palladium diacetate In 1,2-dichloro-ethane at 100℃; for 12h; Schlenk technique; Sealed tube;

Reference： [1]Zhang, Chunhui; Ding, Yongzheng; Gao, Yuzhen; Li, Shangda; Li, Gang [Organic Letters, 2018, vol. 20, # 9, p. 2595 - 2598]

78
[ 3963-62-0 ]
[ 116247-98-4 ]
1-(2,2-diphenylethyl)-5-(4-fluorophenyl)-4,5,6,7-tetrahydro-1H-[1,2,3]triazolo[4,5-c]pyridine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
57%	With 4-nitrophenyl azide; acetic acid In toluene at 100℃; for 18h; Molecular sieve;	1.1. General procedure for the preparation of substituted 1,2,3-triazoles General procedure: To an oven-dried screw-capped reaction tube equipped with a magnetic stirring bar theketone (1 eq), amine (2.8 eq), 4-nitrophenyl azide (2 eq), acetic acid (10 mol%) and 4 Åmolecular sieves (50 mg) were added. The reaction mixture was dissolved in toluene(0.3M) and stirred at 100 °C for 18 hours. The crude reaction mixture was then directlypurified by column chromatography (silica gel) at first with dichloromethane (DCM) aseluent to remove all 4-nitroaniline formed during the reaction followed by using a mixtureof heptane and ethyl acetate as eluent to afford the corresponding 1,2,3-triazoles asyellow oil.

Reference： [1]Karypidou, Konstantina; Ribone, Sergio R.; Quevedo, Mario A.; Persoons, Leentje; Pannecouque, Christophe; Helsen, Christine; Claessens, Frank; Dehaen, Wim [Bioorganic and Medicinal Chemistry Letters, 2018, vol. 28, # 21, p. 3472 - 3476]

79
[ 3963-62-0 ]
[ 207275-19-2 ]
(Z)-1-(2-bromophenyl)-3-((2,2-diphenylethyl)amino)undec-2-en-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
92%	In methanol at 70℃; for 2h; Sealed tube;	General Procedure 1 General procedure: To a solution of ynone (1.0 equiv) in MeOH (0.25 M) was added amine (2 equiv) followed by stirring and heating at 70 °C in a sealed tube. The mixture was then cooled and concentrated in vacuo. The crude product was purified using silica gel flash chromatography.

Reference： [1]Geddis, Stephen M.; Coroama, Teodora; Forrest, Suzanne; Hodgkinson, James T.; Welch, Martin; Spring, David R. [Beilstein Journal of Organic Chemistry, 2018, vol. 14, p. 2680 - 2688]

80
[ 3963-62-0 ]
[ 321596-64-9 ]
3-benzyloxy-N-(2,2-diphenylethyl)-1-methyl-1H-pyrazole-4-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%	With dmap; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃;	4.1.5 3-Benzyloxy-N-(2,2-diphenylethyl)-1-methyl-1H-pyrazole-4-carboxamide (13) A solution of 3-(benzyloxy)-1-methyl-1H-pyrazole-4-carboxylic acid (compound 11, 100mg, 0.431mmol), 2,2-diphenylethanamine (85.0mg, 0.431mmol), DMAP (52.6mg, 0.431mmol), and HBTU (327mg, 0.862mmol), was stirred at room temperature overnight in dry DMF (15mL). The solution was concentrated under reduced pressure, resuspended with diethyl ether (50mL), and washed with 2M HCl (2×30mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford the title compound as a pale yellow solid (m.p. 90.2-91.4°C with diisopropyl ether). Yield 89%. 1H NMR (300MHz, CDCl3, ppm) δ 3.71 (s; 3H-NCH3), 3.97 (dd, J=7.7Hz and J=5.8Hz; 2H -CH2CH(Ph)2), 4.19 (t, J=7.9Hz; 1H-CH2CH(Ph)2), 5.13 (s; 2H-OCH2Ph), 6.75 (t, J=5.1Hz; 1H, -CH2NHCO-), 7.12-7.41 (m; 15H, aromatic protons), 7.69 (s; 1H, pyrazole aromatic proton). 13C NMR (75MHz, CDCl3, ppm), δ 39.3, 43.4, 50.6, 71.1, 102.8, 126.7, 127.9, 128.0, 128.2, 128.5, 128.6, 134.3, 136.2, 142.1, 159.2, 162.2. MS (CI): m/z=412 [M+H]+. IR (KBr, cm-1), ν: 3402.0, 1646.2, 1577.0, 1485.4, 1273.1, 1172.5, 965.1.

Reference： [1]Pippione, Agnese C.; Sainas, Stefano; Goyal, Parveen; Fritzson, Ingela; Cassiano, Gustavo C.; Giraudo, Alessandro; Giorgis, Marta; Tavella, Tatyana A.; Bagnati, Renzo; Rolando, Barbara; Caing-Carlsson, Rhawnie; Costa, Fabio T.M.; Andrade, Carolina Horta; Al-Karadaghi, Salam; Boschi, Donatella; Friemann, Rosmarie; Lolli, Marco L. [European Journal of Medicinal Chemistry, 2019, vol. 163, p. 266 - 280]

81
[ 3963-62-0 ]
3-(benzyloxy)-1,5-dimethyl-1H-pyrazole-4-carboxylic acid [ No CAS ]
3-benzyloxy-N-(2,2-diphenylethyl)-1,5-dimethyl-1H-pyrazole-4-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
87%	With dmap; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate In N,N-dimethyl-formamide at 20℃;	4.1.5 3-Benzyloxy-N-(2,2-diphenylethyl)-1-methyl-1H-pyrazole-4-carboxamide (13) General procedure: A solution of 3-(benzyloxy)-1-methyl-1H-pyrazole-4-carboxylic acid (compound 11, 100mg, 0.431mmol), 2,2-diphenylethanamine (85.0mg, 0.431mmol), DMAP (52.6mg, 0.431mmol), and HBTU (327mg, 0.862mmol), was stirred at room temperature overnight in dry DMF (15mL). The solution was concentrated under reduced pressure, resuspended with diethyl ether (50mL), and washed with 2M HCl (2×30mL). The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford the title compound as a pale yellow solid (m.p. 90.2-91.4°C with diisopropyl ether).

Reference： [1]Pippione, Agnese C.; Sainas, Stefano; Goyal, Parveen; Fritzson, Ingela; Cassiano, Gustavo C.; Giraudo, Alessandro; Giorgis, Marta; Tavella, Tatyana A.; Bagnati, Renzo; Rolando, Barbara; Caing-Carlsson, Rhawnie; Costa, Fabio T.M.; Andrade, Carolina Horta; Al-Karadaghi, Salam; Boschi, Donatella; Friemann, Rosmarie; Lolli, Marco L. [European Journal of Medicinal Chemistry, 2019, vol. 163, p. 266 - 280]

82
[ 61006-29-9 ]
[ 3963-62-0 ]
7-bromo-N-(2,2-diphenylethyl)-2H-benzo[e][1,2,4]thiadiazine-3-carboxamide 1,1-dioxide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	In ethanol at 100℃; for 0.5h; Microwave irradiation;	15.c c) 7-Bromo-/V-(2,2-diphenylethyl)-2/-/-benzo[e][1,2,4]thiadiazine-3-carboxamide 1,1 -dioxide (15) Ethyl 7-bromo-2/-/-benzo[e][1,2,4]thiadiazine-3-carboxylate 1,1 -dioxide (I5) (500 mg, 1.50 mmol), 2,2-diphenylethan-1 -amine (355 mg, 1.80 mmol) and absolute ethanol (5 mL) were heated in the microwave (100 °C/30 min). The mixture was cooled to room temperature, filtered, the collected solids washed with ethanol and air dried to give the product as a white solid (582 mg, 80% yield). LCMS-B rt: 3.52 min; m/z (negative ion) 483.7 [M-H]. 1H NMR (400 MHz, DMSO-d6) δ 9.24 (t, J = 5.9 Hz, 1H), 7.98 (d, J = 2.2 Hz, 1H), 7.92 (dd, J = 8.9, 2.2 Hz, 1H), 7.74 (d, J = 8.9 Hz, 1H), 7.35 - 7.25 (m, 8H), 7.24 - 7.14 (m, 2H), 4.48 (t, J = 7.9 Hz, 1H), 3.92 (dd, J = 7.9, 5.9 Hz, 2H).

Reference： [1]Current Patent Assignee: CANCER THERAPEUTICS CRC PTY LTD - WO2019/43139, 2019, A1 Location in patent: Page/Page column 117

83
[ 1516-60-5 ]
allobetulone [ No CAS ]
[ 3963-62-0 ]
1'-(2,2-diphenylethyl)-19,28-epoxy-(19β)-1'H-olean-2-eno[2,3-d][1,2,3]triazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With acetic acid In toluene at 100℃; for 24h; Inert atmosphere; Molecular sieve;	4.1.1. General procedure for the synthesis of 1,2,3-triazolederivatives of allobetulin 3a-z General procedure: Allobetulone, 4-nitrophenyl azide and amine were dissolved intry toluene under nitrogen atmosphere, and then a catalyticamount of acetic acid and 4 Å molecular sieves (50 mg) were addedto the mixture and this was warmed to 100 C for 24 h. When thereaction had finished, the product was purified by column chromatography (firstly dichloromethane was used to remove 4-nitroaniline, and then petroleum ether/ethyl acetate as eluent) toobtain the 1,2,3-triazole derivatives of allobetulin.

Reference： [1]Wang, Rui; Li, Yang; Dehaen, Wim [European Journal of Medicinal Chemistry, 2020, vol. 207]

84
[ 609-02-9 ]
[ 3963-62-0 ]
C₂₀H₂₃NO₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
70%	With iodine; potassium carbonate In acetonitrile at 70℃; for 20h; Inert atmosphere;	Dimethyl methyl[β-phenylbenzenethaneamino]propanedioate (3r) A test tube containing a mixture of I2 (114.3 mg, 1.5 equiv., 0.45 mmol), potassium carbonate (124.4 mg, 3.0 equiv., 0.6 mmol) and acetonitrile (2.0 mL) were added β-phenylbenzenethaneamine (118.4 mg, 2.0 equiv., 0.6 mmol) and 2-methylmalonate 1a (43.8 mg, 0.3 mmol). The solution was flushed by Argon gas. The resulting solution was stirred at 70 °C for 20 h. The reaction was quenched with sat. Na2S2O3 aq. and extracted with EtOAc (10 mL x 3). The combined organic layers were washed with brine, dried over Mg2SO4, filtered and concentrated in vacuo. The resulting mixture was purified by flash column chromatography on silica gel (n-hexane : EtOAc = 4 :1) to give 72 mg of 3r (70% yield). 3r colorless oil. 1H NMR: (400 MHz, CDCl3) δ 7.31-7.18 (m, 10H), 4.17 (t, J = 7.3 Hz, 1H), 3.69 (s, 6H), 3.15 (d, J = 7.3 Hz, 2H), 1.56 (s, 3H). 13C{1H} NMR: (100 MHz, CDCl3) δ 171.2, 142.3, 128.6, 127.9, 126.6, 66.6, 52.6, 51.4, 48.1, 19.7. HRMS: m/z (DART) calcd for C20H23NO4+ (M+H)+ 342.1700, found 342.1691. FTIR (ATR): 3340, 3086, 3062, 3027, 3003, 2953, 2843, 1966, 1734, 1600, 1584, 1494, 1478, 1450, 1434, 1377, 1269, 1222, 1189, 1140, 1110, 1082, 1049, 1032, 1007, 975, 933, 914, 884, 855, 820, 789, 743, 699 cm-1. TLC (SiO2) : Rf = 0.40 (hexane : ethyl acetate = 4 : 1 )

Reference： [1]Itoh, Akichika; Maejima, Saki; Takeda, Mitsumi; Yamaguchi, Eiji [Tetrahedron Letters, 2021, vol. 77]

85
[ 173998-77-1 ]
[ 3963-62-0 ]
N’-tert-butoxycarbonyl-S-methyl-N-(2,2-diphenylethyl)carbamoylisothiourea [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
48%	With phosgene; N-ethyl-N,N-diisopropylamine In toluene at 0 - 20℃;	Method A: General procedure: A solution of 15% phosgene in toluene or triphosgene(1 equiv) was diluted in DCM and cooled to 0 C. Subsequently, amixture of the respective amine (13e33, 1 equiv) and diisopropylethylamine(DIPEA, 3 equiv) in DCMwas added dropwise. After the solution was stirred for 5-30 min, a solution of 8 (2 equiv) in DCMwas added via a dropping funnel. The reactionwas allowed to stir atrt for 2e3 h and washed with H2O and brine. The organic layer wasdried over Na2SO4, the solvent was removed under reduced pressureand the crude product was purified by column chromatography(DCM).

Reference： [1]Biselli, Sabrina; Bresinsky, Merlin; Buschauer, Armin; Forster, Lisa; Honisch, Claudia; Pockes, Steffen; Tropmann, Katharina; Bernhardt, Günther [European Journal of Medicinal Chemistry, 2021, vol. 214]

86
[ 3963-62-0 ]
[ 106-47-8 ]
C₂₀H₁₉ClN₂S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	Stage #1: 4-chloro-aniline With 5,10-dihydro-6,9-dioxa-7,8-dithia-dibenzo[<i>a</i>,<i>c</i>]cyclodecene; tris(pentafluorophenyl)borate In 1,4-dioxane at 20℃; for 4h; Stage #2: 2,2-Diphenylethylamine With lithium carbonate In 1,4-dioxane at 20℃; for 12h;	28 Synthesis of compound 3e: Add 4-chloroaniline (12.7 mg, 0.1 mmol, 1.0 equiv), 5 (29.0 mg, 0.105 mmol, 1.05 equiv), B(C6F5) 3 (0.5 mg, 0.001 mmol, 1 mol%) to the reaction tube and redistill 1,4-dioxane (0.25mL), stirred at room temperature for 4 hours, and then added 2,2-diphenylethyl-1-amine (23.6mg, 0.12mmol, 1.2equiv) and lithium carbonate (7.4mg, 0.1 mmol, 1.0 equiv), stirring at room temperature for 12 hours, removing the solvent, and column chromatography to obtain a bright yellow liquid 3e (34.7 mg, 90%).

Reference： [1]Current Patent Assignee: EAST CHINA NORMAL UNIVERSITY - CN113527022, 2021, A Location in patent: Paragraph 0237-0240

87
[ 3963-62-0 ]
tert-butyl (R)-4-(2-aminophenyl)-1-(benzenesulfonyl)-2,3-dihydro-1H-pyrrole-2-carboxylate [ No CAS ]
C₃₅H₃₇N₃O₄S₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
62%	Stage #1: tert-butyl (R)-4-(2-aminophenyl)-1-(benzenesulfonyl)-2,3-dihydro-1H-pyrrole-2-carboxylate With 5,10-dihydro-6,9-dioxa-7,8-dithia-dibenzo[<i>a</i>,<i>c</i>]cyclodecene; tris(pentafluorophenyl)borate In 1,4-dioxane at 20℃; for 12h; Stage #2: 2,2-Diphenylethylamine With lithium carbonate In 1,4-dioxane at 20℃; for 12h;	34 Synthesis of compound 3k: Add (R)-4-(2-aminophenyl)-1-(benzenesulfonyl)-2,3-dihydro-1H-pyrrole-2-carboxylic acid tert-butyl ester (40.0mg, 0.1 mmol, 1.0equiv), 5 (29.0mg, 0.105mmol, 1.05equiv), B(C6F5)3 (2.5mg, 0.005mmol, 5mol%) and redistilled 1,4-dioxane (0.25mL), Stir at room temperature for 12 hours, then add 2,2-diphenylethyl-1-amine (23.6 mg, 0.12 mmol, 1.2 equiv) and lithium carbonate (7.4 mg, 0.1 mmol, 1.0 equiv), stir at room temperature for 12 hours, remove the solvent Column chromatography gave a brown foam solid 3k (40.9mg, 62%).

Reference： [1]Current Patent Assignee: EAST CHINA NORMAL UNIVERSITY - CN113527022, 2021, A Location in patent: Paragraph 0261-0264

88
[ 3963-62-0 ]
[ 98-80-6 ]
C₂₀H₁₉NS₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
75%	Stage #1: phenylboronic acid With 5,10-dihydro-6,9-dioxa-7,8-dithia-dibenzo[<i>a</i>,<i>c</i>]cyclodecene; [2,2]bipyridinyl; tetrakis(actonitrile)copper(I) hexafluorophosphate In dichloromethane for 10h; Inert atmosphere; Stage #2: 2,2-Diphenylethylamine In dichloromethane for 8h; Inert atmosphere;	3 Synthesis of compound 1c: Add phenylboronic acid (18.3mg, 0.15mmol, 1.5equiv), 5 (27.6mg, 0.10mmol, 1equiv), Cu(MeCN)4PF6 (3.7mg, 0.01mmol, 10mol%) to the reaction tube,2,2'-Bipyridine (3.1 mg, 0.02 mmol, 20 mol%) and redistilled dichloromethane (1 mL) were replaced with nitrogen and reacted for 10 hours. Add 2,2-diphenylethane-1-amine (23.7mg, 0.12mmol, 1.2equiv), react for 8 hours, remove the solvent, and obtain a colorless liquid 1c (25.3mg, 75%) by column chromatography.

Reference： [1]Current Patent Assignee: EAST CHINA NORMAL UNIVERSITY - CN113527022, 2021, A Location in patent: Paragraph 0137-0140

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
{[ item.p_purity ]}	{[ item.pr_size ]}	{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]}	{[ getRatePrice(item.pr_usd, 1,1) ]}	Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]}	{[ item.pr_usastock ]}	Inquiry -	{[ item.pr_chinastock ]}	Inquiry -

CAS No. :	3963-62-0	MDL No. :	MFCD00008143
Formula :	C₁₄H₁₅N	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	RXMTUVIKZRXSSM-UHFFFAOYSA-N
M.W :	197.28	Pubchem ID :	77575
Synonyms :

Num. heavy atoms :	15
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.14
Num. rotatable bonds :	3
Num. H-bond acceptors :	1.0
Num. H-bond donors :	1.0
Molar Refractivity :	63.41
TPSA :	26.02 Å²

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	Yes
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.93 cm/s

Log Po/w (iLOGP) :	2.32
Log Po/w (XLOGP3) :	2.22
Log Po/w (WLOGP) :	2.78
Log Po/w (MLOGP) :	3.34
Log Po/w (SILICOS-IT) :	3.22
Consensus Log Po/w :	2.77

[ CAS No. 3963-62-0 ] {[proInfo.proName]}

Quality Control of [ 3963-62-0 ]

Related Doc. of [ 3963-62-0 ]

Product Details of [ 3963-62-0 ]

Calculated chemistry of [ 3963-62-0 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 3963-62-0 ]

Application In Synthesis of [ 3963-62-0 ]

[ 3963-62-0 ] Synthesis Path-Downstream 1~88

Related Functional Groups of
[ 3963-62-0 ]

Aryls

Amines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	2.0
Bioavailability Score :	0.55

Log S (ESOL) :	-2.86
Solubility :	0.275 mg/ml ; 0.00139 mol/l
Class :	Soluble
Log S (Ali) :	-2.4
Solubility :	0.783 mg/ml ; 0.00397 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-5.01
Solubility :	0.00192 mg/ml ; 0.00000973 mol/l
Class :	Moderately soluble

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.75

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

[ CAS No. 3963-62-0 ] {[proInfo.proName]}

Quality Control of [ 3963-62-0 ]

Related Doc. of [ 3963-62-0 ]

Product Details of [ 3963-62-0 ]

Calculated chemistry of [ 3963-62-0 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 3963-62-0 ]

Application In Synthesis of [ 3963-62-0 ]

[ 3963-62-0 ] Synthesis Path-Downstream 1~88

Related Functional Groups of [ 3963-62-0 ]

Aryls

Amines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 3963-62-0 ]