Name: 98998-25-5|8-Methyl-8-azabicyclo[3.2.1]octan-3-amine|95%
Brand: Ambeed
SKU: A813975
Price: 7.0 USD
Availability: InStock
Rating: 95 (25 reviews)

1
[ 3910-51-8 ]
[ 98998-25-5 ]
[ 123202-85-7 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine In toluene for 4h; Heating;

Reference： [1]Kostochka, L. M.; Mochalovskii, S. E.; Chernyakova, I. V.; Skoldinov, A. P.; Zhukov, V. N. [Pharmaceutical Chemistry Journal, 1989, vol. 23, # 6, p. 481 - 484][Khimiko-Farmatsevticheskii Zhurnal, 1989, vol. 23, # 6, p. 684 - 686]

2
[ 906462-83-7 ]
[ 98998-25-5 ]
5-(2-chloro-phenyl)-1-(2,6-dichloro-phenyl)-7-(8-methyl-8-aza-bicyclo[3.2.1]oct-3-ylamino)-3,4-dihydro-1<i>H</i>-pyrimido[4,5-<i>d</i>]pyrimidin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In N,N-dimethyl-formamide at 150℃; for 0.5h;

Reference： [1]Natarajan, Swaminathan R.; Wisnoski, David D.; Thompson, James E.; O'Neill, Edward A.; O'Keefe, Stephen J. [Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 16, p. 4400 - 4404]

3
[ 75-44-5 ]
[ 305830-52-8 ]
[ 98998-25-5 ]
carbamic acid, [(3-exo)-8-methyl-8-azabicyclo[3.2.1]oct-3-yl]-(4bS,7R,8aR)-4b,5,6,7,8,8a,9,10-octahydro-7-hydroxy-4b-(phenylmethyl)-7-(trifluoromethyl)-2-phenanthrenyl ester [ No CAS ]

Reference： [1]Current Patent Assignee: PFIZER INC - EP1201649, 2002, A1 Location in patent: Page 33

4
[ 14587-46-3 ]
[ 98998-25-5 ]

Yield	Reaction Conditions	Operation in experiment
74%	With sodium In pentan-1-ol at 20 - 130℃; for 18h;	198 exo-Tropylamine (beta-tropylamine) A solution of tropinone oxime (5.17 g, 33.5 mmol) in 1-pentanol (170 mL) was heated at 130° C. under nitrogen atmosphere and a reflux condenser while sodium (5.28 g, 230 mmol) was added portionwise over 1 hours. The solution was allowed to cool to room temperature and stirring was continued for a further 17 hours. The solution was acidified with 6 M HCl (112 mL) and extracted with EtOAc (1×240 mL, 3×120 mL). The aqueous solution was basified to pH 14 using NaOH, then extracted with EtOAc (6×120 mL). The combined organic extracts were dried (K2CO3) and concentrated in vacuo to give the amine as a yellow oil (3.49 g, 74%).
	With ethanol; sodium for 4h; Reflux;	1.2. Synthesis of 8-methyl-8-azabicyclo[3.2.1]oct-3b-ylamine To a refluxing mixture of oxime 2 (0.032 mol) in absolute ethanol (120mL), Na metal (7.0 g, 0.3 mol) was added portionwise followed refluxing for 4h. The solution was then cooledand H2O (150 mL) was carefully added. The mixture was acidified withconcentrated aqueous HCl, the ethanol was evaporated in vacuo and the resultingsolution was washed with diethyl ether (2x50mL).The aqueous phase was alkalisedwith a saturated aqueous solution of NaOH and extracted with diethyl ether (3 x50 mL). The combined organic extracts were dried with magnesium sulphate,filtered, and the solvent was evaporated in vacuo to give crude 3 as an yellow oil.The oil was subjected to distillation.1H NMR (CDCl3): 1.16 (br, 2H),1.33-1.58 (m, 4H), 1.67-1.76 (m, 2H), 1.95-2.02 (m, 2H), 2.28 (s, 3H),2.83-2.97 (m, 1H), 3.10-3.15 (m, 2H). 13C NMR (CDCl3): 60.45, 42.22, 41.64,39.17, 26.06

Reference： [1]Current Patent Assignee: SANOFI - US6750348, 2004, B1 Location in patent: Page column 111
[2]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

5
[ 298181-75-6 ]
[ 98998-25-5 ]
C₂₈H₃₃N₅O₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
96%	Stage #1: N-[1-methylene-4-(carboxaldehyde)phenylene]-N-(2-nitrobenzenesulfonyl)-2-(aminomethyl)pyridine; (Endo)-8-methyl-8-azabicyclo[3.2.1]-octan-3-amine In methanol for 2.5h; Heating / reflux; Stage #2: With sodium cyanoborohydride In methanol at 60℃; for 24h;	198 Example 198 [00692] AMD7076: Preparation of N-(2-pyridinylmethyl)-N-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)-1,4-benzenedimethanamine (hydrobromide salt). A solution of exo-tropylamine (596 mg, 4.25 mmol) and N-[1-methylene-4-(carboxaldehyde)phenylene]-N-(2-nitrobenzenesulfonyl)-2-(aminomethyl)pyridine (1.74 g, 4.23 mmol) in MeOH (20 mL) was heated at reflux under nitrogen atmosphere for 2.5 hours. The solution was allowed to cool to 60° C. and NaBH3CN (1.37 g, 21.8 mmol) was added, and the solution was stirred at 60° C. for 24 hours. The solution was concentrated in vacuo, and the residue was partitioned between CH2Cl2 (25 mL) and brine (25 mL). The aqueous phase was extracted with CH2Cl2 (2×25 mL), and the combined organic phases were dried (MgSO4) and concentrated in vacuo to give a yellow solid (2.17 g, 96%).

Reference： [1]Current Patent Assignee: SANOFI - US6750348, 2004, B1 Location in patent: Page column 112

6
[ 98998-25-5 ]
C₂₈H₃₈N₆O₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: C₂₀H₂₄N₄O₄ With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 25℃; for 0.5h; Stage #2: (Endo)-8-methyl-8-azabicyclo[3.2.1]-octan-3-amine In dichloromethane at 25℃;	EXAMPLE 44; 0.15 g of the compound X9i, 0.15 g TBTU and 0.10 mL DIPEA were dissolved in 1 mL dichloromethane and stirred for 30 minutes at 25° C. Then 0.07 g 8-methyl-8-aza-bicyclo[3.2.1]oct-3-ylamine were added and the mixture was stirred overnight at 25° C. The reaction mixture was washed with aqueous potassium carbonate solution and the organic phase was evaporated down. The residue was by crystallised the addition of ether. Yield: 0.16 g (colourless solid) m.p.>200° C.

Reference： [1]Current Patent Assignee: C.H. Boehringer Sohn AG & Co. KG - US2006/9457, 2006, A1 Location in patent: Page/Page column 13; 22

7
[ 36943-39-2 ]
[ 98998-25-5 ]
N-(2-(phenylthio)benzyl)-8-methyl-8-aza-bicyclo[3.2.1]octan-3-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 60℃;	2-(phenylthio)benzaldehyde (25 mg, 0.1153 mmol), sodiumtriacetoxy borohydride (24.43 mg, 0.115 mmol) and 8-methyl-8-aza-bicyclo[3,2,l]octan-3-amine (38.6 mg, 0.1048 mmol) were mixed together in DCE (1 mL) and stirred overnight. The reaction was heated at 6O0C for 22 h, cooled, diluted with DCM, washed with water, saturated sodium bicarbonate, brine, dried over anhydrous Na2SO4 and solvent evaporated. The sample was purified by reverse phase HPLC with mass directed fractionation using an acetonitrile/water gradient with TFA as a modifier. After lyophilization, bis-TFA salt of N-(2-(phenylthio)benzyl)-8- methyl-8-aza-bicyclo[3.2.1]octan-3-amine (6 mg, 10%) was isolated. 1H NMR(400 MHz, CDCl3) 6: 7.52-7.46 (m, IH), 7.41-7.24(m, 6H), 7.16-7.14(m, 2H), 4.18 (s, 2H), 3.5-3.73(m, 2H), 3.45-3.37(m, IH), 2.79-2.71(m, 2H), 2.69(s, 3H), 2.39-2.1 l(m, 6 H).

Reference： [1]Current Patent Assignee: NUADA - WO2006/63010, 2006, A2 Location in patent: Page/Page column 35-36

8
[ 3282-30-2 ]
[ 134372-44-4 ]
[ 98998-25-5 ]
[ 134393-94-5 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium bicarbonate; triethylamine In ethyl acetate	6 EXAMPLE 6 EXAMPLE 6 A solution of 1.30 g of 6-chloro-4-methyl-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid and 1.15 g of triethylamine in 20 ml of ethyl acetate was cooled to 5° C. or below, and 0.79 g of pivaloyl chloride was added thereto with stirring. Stirring was then continued for 30 minutes. To the liquid reaction mixture was added 0.80 g of 8-methyl-8-azabicyclo[3.2.1]octan-3-amine, and the resulting mixture was stirred at room temperature for 2 hours. To this mixture were then added an aqueous solution of sodium hydrogen carbonate and ethyl acetate, and the resulting organic layer was separated, washed with water, and dried with magnesium sulfate. The solvent was distilled off under reduced pressure, and the residue was recrystallized from isopropyl alcohol, thereby obtaining 6-chloro-4-methyl-N-(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)-3,4-dihydro-2H-1,4-benzoxazine-8-carboxamide. Melting point: 183°-185° C.

Reference： [1]Current Patent Assignee: MITSUBISHI CHEMICAL HOLDINGS CORPORATION - US5185333, 1993, A

9
[ 134372-46-6 ]
[ 98998-25-5 ]
endo-6-chloro-2,2,4-trimethyl-N-(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)-3,4-dihydro-2H-1,4-benzoxazine-8-carboxamide hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine In ethyl acetate	25 EXAMPLE 25 EXAMPLE 25 To a solution of 1.12 g of 6-chloro-2,2,4-trimethyl-3,4-dihydro-2H-1,4-benzoxazine-8-carboxylic acid in 30 ml of ethyl acetate was added 1.23 ml of triethylamine, and 0.53 g of pivalopyl chloride was added dropwise thereto at -10° to -5° C. under cooling. After stirring for 15 minutes at the same temperature, 0.62 g of endo-8-methyl-8-azabicyclo[3.2.1]oct-3-amine was added at -10° to -5° C. and the mixture was stirred at room temperature for an hour. The resultant mixture was washed with water, dried over magnesium sulfate and concentrated. To the residue was added ethanolic hydrochloric acid and the precipitated crystals were collected filtration and recrystallized from ethanol to give endo-6-chloro-2,2,4-trimethyl-N-(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)-3,4-dihydro-2H-1,4-benzoxazine-8-carboxamide hydrochloride as white crystals, melting at 289°-293° C. with decomposition.

Reference： [1]Current Patent Assignee: MITSUBISHI CHEMICAL HOLDINGS CORPORATION - US5185333, 1993, A

10
6-chloro-3,4-dihydro-2-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid [ No CAS ]
[ 180330-54-5 ]
[ 541-41-3 ]
[ 144-55-8 ]
[ 98998-25-5 ]
6-chloro-3,4-dihydro-2-methyl-N-(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)-3-oxo-2H-1,4-benzoxazine-8-carboxamide hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine In tetrahydrofuran; <i>N</i>-methyl-acetamide; ethyl acetate	3 EXAMPLE 3 EXAMPLE 3 A solution of 4.8 g of 6-chloro-3,4-dihydro-2-methyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid in 100 ml of tetrahydrofuran and 10 ml of dimethylformamide is cooled to below 0° C. and 5 ml of triethylamine is added under stirring thereto. Further, 2.5 g of ethyl chlorocarbonate is added and the mixture is stirred at room temperature for 45 minutes. To the resultant mixture is added 3.0 g of 3-amino-8-methyl-8-azabicyclo[3.2.1]octane and the mixture stirred for 4 hours. After completion of the reaction, aqueous sodium hydrogen carbonate and ethyl acetate are added. The organic layer is separated, washed with water and dried over magnesium sulfate. The solvent is distilled off and the residue is converted into the corresponding hydrochloride by treating with ethanolic hydrochloric acid followed by recrystallizing from ethanol-water to give 6-chloro-3,4-dihydro-2-methyl-N-(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)-3-oxo-2H-1,4-benzoxazine-8-carboxamide hydrochloride, melting at 325°-328° C. with decomposition.

Reference： [1]Current Patent Assignee: MITSUBISHI CHEMICAL HOLDINGS CORPORATION - US4892872, 1990, A

11
6-chloro-3,4-dihydro-2,4-dimethyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid [ No CAS ]
[ 144-55-8 ]
[ 98998-25-5 ]
[ 543-27-1 ]
6-chloro-3,4-dihydro-(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)-2,4-dimethyl-2H-1,4-benzoxazine-8-carboxamide hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine In tetrahydrofuran; ethyl acetate	9 EXAMPLE 9 EXAMPLE 9 A solution of 4.18 g of 6-chloro-3,4-dihydro-2,4-dimethyl-3-oxo-2H-1,4-benzoxazine-8-carboxylic acid in 50 ml of tetrahydrofuran is cooled to below 0° C. and 1.6 ml of triethylamine is added under stirring thereto. Further, 2.2 g of isobutyl chlorocarbonate is added and the mixture is stirred at room temperature for 45 minutes. To the resultant mixture is added 2.25 g of 3-amino-8-methyl-8-azabicyclo[ [3.2.1]octane and the mixture stirred for 4 hours. After completion of the reaction, aqueous sodium hydrogen carbonate and ethyl acetate are added. The organic layer is separated, washed with water and dried over magnesium sulfate. The solvent is distilled off and purified by chromatography on silica gel using a 50:1 mixture of chloroform and methanol as an eluent. The corresponding hydrochloride obtained by treating with ethanolic hydrochloric acid is recrystallized from ethanol to give 6-chloro-3,4-dihydro-(8-methyl-8-azabicyclo[3.2.1]oct-3-yl) -2,4-dimethyl-2H-1,4-benzoxazine-8-carboxamide hydrochloride, melting at 273° C. with decomposition.

Reference： [1]Current Patent Assignee: MITSUBISHI CHEMICAL HOLDINGS CORPORATION - US4892872, 1990, A

12
[ 1062243-48-4 ]
[ 98998-25-5 ]
[ 1137869-17-0 ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide for 18h;	50 4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-N-(8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-benzamide (I-50) A mixture of 0.100 g (0.22 mmole) of 4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-benzoic acid (I-22), 0.031 g (0.22 mmole) of 8-methyl-8-azabicyclo[3.2.1]octan-3-amine, 0.102 g (0.27 mmole) of 1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium-3-oxide hexafluorophosphate, 0.195 mL (1.12 mmole) of diisopropylethyl amine and 2.0 mL of dimethylformamide was stirred for 18 hours. The mixture was diluted with 10 mL of water plus 2 mL of saturated aqueous sodium bicarbonate and then extracted 3 times with 10 mL of ethyl acetate. The combined extracts were washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluding with dichloromethane-methanol (gradient, 100:0-60:40) to give 0.034 g of 4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-3-methoxy-N-(8-methyl-8-aza-bicyclo[3.2.1]oct-3-yl)-benzamide (I-50) as a white solid.

Reference： [1]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US2009/318408, 2009, A1 Location in patent: Page/Page column 30

13
[ 583814-95-3 ]
[ 98998-25-5 ]
[ 583813-47-2 ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; HATU at 20℃;

Reference： [1]Location in patent: scheme or table Reid, Mark; Carlyle, Ian; Caulfield, Wilson L.; Clarkson, Tom R.; Cusick, Fiona; Epemolu, Ola; Gilfillan, Robert; Goodwin, Richard; Jaap, David; O'Donnell, Elise C.; Presland, Jeremy; Rankovic, Zoran; Spinks, Daniel; Spinks, Gayle; Thomson, Anne M.; Thomson, Fiona; Strain, James; Wishart, Grant [Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 12, p. 3713 - 3716]

14
[ 1190423-27-8 ]
[ 98998-25-5 ]
[ 1190424-69-1 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate In dimethyl sulfoxide at 100℃; for 1.66667h; microwave irradiation;	135.1 Example 135; Synthesis of 4-[4-(6-cyanopyridin-3-yl)-9H-carbazol-9-yl]-2-[(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)amino]benzamide; Stage 1:; 0.89 g of potassium carbonate and 6 g of 8-methyl-8-azabicyclo[3.2.1]octan-3-amine are successively added to a solution of 1 g of 2-methylpropan-2-yl 4-[4-(6-cyanopyridin-3-yl)-9H-carbazol-9-yl]-2-fluorobenzoate, obtained in stage 1 of Example 49, in 8 ml of dimethyl sulphoxide. The reaction mixture is heated at 100° C. for 1 hour and 40 minutes in a microwave, and then diluted with distilled water. The aqueous phase is extracted twice with ethyl acetate and the combined organic phases are washed with water and a saturated solution of sodium chloride, dried over magnesium sulphate and concentrated to dryness under reduced pressure. The residue is purified by silica gel chromatography, elution being carried out with a mixture of dichloromethane and methanol (92/8 as mixtures), so as to give 0.34 g of 2-methylpropan-2-yl 4-[4-(6-cyanopyridin-3-yl)-9H-carbazol-9-yl]-2-[(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)amino]benzoate in the form of a white powder, the characteristics of which are the following: 1H NMR spectrum (400 MHz, δ in ppm, DMSO-d6): 1.60 (s, 9H) 1.62-1.67 (m, 2 H) 1.86-1.93 (m, 2 H) 2.01-2.12 (m, 4 H) 2.17 (s, 3 H) 3.07 (s, 2 H) 3.65-3.72 (m, 1 H) 6.74-6.80 (m, 2 H) 7.11 (td, J=7.8, 1.2 Hz, 1 H) 7.23 (dd, J=4.4, 3.7 Hz, 1 H) 7.30 (d, J=8.1 Hz, 1 H) 7.40-7.46 (m, 1 H) 7.48 (d, J=8.1 Hz, 1 H) 7.56-7.60 (m, 2 H) 8.05 (d, J=9.0 Hz, 1 H) 8.28 (dd, J=7.8, 0.7 Hz, 1 H) 8.34 (m, J=7.8, 2.0 Hz, 1 H) 8.44 (d, J=6.6 Hz, 1 H) 9.02 (dd, J=2.2, 1.0 Hz, 1 H). Mass spectrum (LC/MS; method B): retention time Tr (min)=4.30; m/z=584 [M+H]+.

Reference： [1]Current Patent Assignee: SANOFI - US2011/166169, 2011, A1 Location in patent: Page/Page column 105

15
[ 1472657-63-8 ]
[ 98998-25-5 ]
(2R)-1-(3-chloro-2-methylphenylsulfonyl)-N-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)piperidine-2-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 6h; Inert atmosphere;

Reference： [1]Xia, Guangxin; Liu, Lin; Liu, Haiyan; Yu, Jianxin; Xu, Zhenmin; Chen, Qian; Ma, Chen; Li, Ping; Xiong, Bing; Liu, Xuejun; Shen, Jingkang [ChemMedChem, 2013, vol. 8, # 4, p. 577 - 581]

16
4'-[(2S)-2-[(trans-4-[(tert-butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]amino}-3-oxo-3-[4-(2H-tetrazol-5-yl)phenyl]amino}propyl]-2-methylbiphenyl-4-carboxylic acid [ No CAS ]
[ 76-05-1 ]
[ 98998-25-5 ]
tert-butyl [(trans-4-[(2S)-3-{2'-methyl-4'-[(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)carbamoyl]biphenyl-4-yl}-1-oxo-1-[4-(2H-tetrazol-5-yl)phenyl] amino}propan-2-yl]carbamoyl}cyclohexyl)methyl]carbamate trifluoroacetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
53 mg	Stage #1: 4'-[(2S)-2-[(trans-4-[(tert-butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]amino}-3-oxo-3-[4-(2H-tetrazol-5-yl)phenyl]amino}propyl]-2-methylbiphenyl-4-carboxylic acid; (Endo)-8-methyl-8-azabicyclo[3.2.1]-octan-3-amine With N-ethyl-N,N-diisopropylamine; HATU In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 16h; Stage #2: trifluoroacetic acid In tetrahydrofuran; water; acetonitrile	100A tert-butyl [(trans-4-[(2S)-3-{2'-methyl-4'-[(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)carbamoyl]biphenyl-4-yl}-1-oxo-1-[4-(2H-tetrazol-5-yl)phenyl] amino}propan-2-yl]carbamoyl}cyclohexyl)methyl]carbamate trifluoroacetate A solution of 100 mg (0.15mmol) of tert-butyl 4-[({4'-[(2S)-2-[(trans-[(tert-butoxycarbonyl)amino]methyl}cyclohexyl)carbonyl]amino}-3-oxo-3-[4-(2H-tetrazol-5yl)phenyl]amino}propyl]-2-methylbiphenyl-4-yl}carbonyl)amino]-2-methylpiperidin-1-carboxylate and 25 mg (0:18 mmol) of 8-methyl-8-azabicyclo [3.2.1] octan-3-amine in 5 ml of tetrahydrofuran and 0.4 ml of Ν, Ν-dimethylformamide was treated with 67 mg(0:18 mmol) N-[(Dimethylamino)(3/i-[l,2,3]triazolo[4,5-b]pyridin-3-yloxy)methyliden]-N-methylmethanaminium-hexafluorophosphat and 0:03 ml (0:18 mmoles) Ν, Ν-diisopropylethylamineadded and stirred for 16 h at RT. The reaction mixture was directly separated by preparativeHPLC (eluent: AcetonitrilA ater with 0.1% TFA (gradient)). This gave 53 mg of a mixture of the titlecompound and the corresponding deprotected amine which was used directly in the next stage.

Reference： [1]Current Patent Assignee: BAYER AG - TW2016/5810, 2016, A Location in patent: Paragraph 0299

17
[ 532-24-1 ]
[ 98998-25-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride; sodium hydrogencarbonate / water / 24.5 h / Reflux 2: ethanol; sodium / 4 h / Reflux
88 %Chromat.	With ammonia; hydrogen In tetrahydrofuran at 120℃; for 24h;

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]
[2]Jagadeesh, Rajenahally V.; Murugesan, Kathiravan; Alshammari, Ahmad S.; Neumann, Helfried; Pohl, Marga-Martina; Radnik, Jörg; Beller, Matthias [Science, 2017, vol. 358, # 6361, p. 326 - 332]

18
[ 98998-25-5 ]
N-[(8-(3-chlorobenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

19
[ 98998-25-5 ]
N-[(8-(2-bromobenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

20
[ 98998-25-5 ]
N-[(8-(3-bromobenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

21
[ 98998-25-5 ]
N-[(8-(4-bromobenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

22
[ 98998-25-5 ]
N-(8-azabicyclo[3.2.1]oct-3β-yl)-2-naphthamide hydrochloride [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

23
[ 98998-25-5 ]
N-[(8-(2-trifluoromethylbenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

24
[ 98998-25-5 ]
N-(8-pyridin-3-ylmethyl-8-azabicyclo[3.2.1]oct-3β-yl)-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

25
[ 98998-25-5 ]
N-(8-pyridin-4-ylmethyl-8-azabicyclo[3.2.1]oct-3β-yl)-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

26
[ 98998-25-5 ]
N-[(8-(4-methoxybenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

27
[ 98998-25-5 ]
N-[(8-(2-fluorobenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

28
[ 98998-25-5 ]
N-[(8-(4-methylbenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

29
[ 98998-25-5 ]
N-[(8-(4-chlorobenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

30
[ 98998-25-5 ]
N-[(8-(4-trifluoromethylbenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

31
[ 98998-25-5 ]
N-[(8-(2-methylbenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide / acetone / Reflux

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

32
[ 98998-25-5 ]
N-[(8-(4-fluorobenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

33
[ 98998-25-5 ]
N-[(8-(3-fluorobenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

34
[ 98998-25-5 ]
N-[(8-(2-methoxybenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

35
[ 98998-25-5 ]
N-[(8-(3-trifluoromethylbenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

36
[ 98998-25-5 ]
N-(8-pyridin-2-ylmethyl-8-azabicyclo[3.2.1]oct-3β-yl)-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

37
[ 98998-25-5 ]
N-[(8-(3-methylbenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

38
[ 98998-25-5 ]
N-[(8-(3-methoxybenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

39
[ 98998-25-5 ]
N-[(8-(2-chlorobenzyl)-8-azabicyclo[3.2.1]oct-3β-yl)]-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C 1.2: 24 h / Cooling 2.1: carbonochloridic acid 1-chloro-ethyl ester / dichloromethane; 1,2-dichloro-ethane / 2.5 h / 0 °C / Reflux 3.1: potassium carbonate; potassium iodide

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

40
[ 98998-25-5 ]
[ 93-09-4 ]
N-(8-methyl-8-azabicyclo[3.2.1]oct-3β-yl)-2-naphthamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
40.7%	Stage #1: naphthalene-2-carboxylate With triethylamine In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: (Endo)-8-methyl-8-azabicyclo[3.2.1]-octan-3-amine In N,N-dimethyl-formamide for 24h; Cooling;	2 General remarks A solution of naphthalene-2-carboxylic acid (18.9 g, 0.11 mol), ethyl chloroformate (10.5 mL, 0.11 mol) and triethylamine (16.5 mL, 0.12 mol) in anhydrous DMF (200 mL) was stirred for 30 min at 0 °C. After this time a solution of amine 3 (16.5 g, 0.12 mol) in anhydrous DMF (40 mL) was added dropwise. The cooling bath was removed and stirring was continued for 24 h. The solvent was evaporated in vacuo and the residue was dissolved in CH2Cl2 (150 mL). The solution was washed with a 5% aqueous solution of Na2CO3 (3 * 50 mL), then with 5% NaOH (2 * 50 mL) and once with 100 mL of water. The organic layer was dried with magnesium sulphate, filtered, and concentrated in vacuo. The solid residue was purified by crystallisation from ethyl acetate. Yield:14.1 g (40.7%), mp 200.7-201.8 °C. IR (KBr) cm-1: ν 3247 (NH), 1632 (CO); ESI-HRMS m/z calcd for C19H22N2OH (M+H)+ 295.1810, found: 295.1812.

Reference： [1]Stefanowicz, Jacek; Słowiński, Tomasz; Wróbel, Martyna Zofia; Herold, Franciszek; Gomółka, Anna Edyta; Wesołowska, Anna; Jastrzębska-Więsek, Magdalena; Partyka, Anna; Andres-Mach, Marta; Czuczwar, Stanisław Jerzy; Łuszczki, Jarogniew Jacek; Zagaja, Mirosław; Siwek, Agata; Nowak, Gabriel; Żołnierek, Maria; Bączek, Tomasz; Ulenberg, Szymon; Belka, Mariusz; Turło, Jadwiga [Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 18, p. 3994 - 4007]

41
4-[5-(2-tert-butyl-4-pyridyl)-3-thienyl]-3-chlorobenzoic acid [ No CAS ]
[ 98998-25-5 ]
4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chloro-N-{8-methyl-8-azabicyclo[3.2.1]octan-3-yl}benzamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
20 mg	Stage #1: 4-[5-(2-tert-butyl-4-pyridyl)-3-thienyl]-3-chlorobenzoic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: (Endo)-8-methyl-8-azabicyclo[3.2.1]-octan-3-amine In N,N-dimethyl-formamide at 20℃;	62 Synthesis of 4-[5-(2-tert-butylpyridin-4-yl)thiophen-3-yl]-3-chloro-N-({8-methyl-8-azabicyclo[3.2.1]octan-3-yl}benzamide To a stirred solution of 4-[5-(2-tert-butyl-4-pyridyl)-3-thienyl]-3-chloro-benzoic acid (200 mg, 0.537 mmol) in DMF (5 mL), was added DIPEA (0.37 mL, 2.15 mmol) followed by addition of HATU (327 mg, 0.860 mmol) and the mixture stirred at RT for 30 min. Then 8-methyl-8-azabicyclo[3.2.1]octan-3-amine (188 mg, 1.34 mmol) was added at the same temperature. The reaction mixture was stirred at RT overnight. The reaction was monitored by TLC and LCMS. After completion of reaction, the mixture was diluted with water (10 mL) and extracted with EtOAc (2100 mL). The organic layer was washed with water (250 mL) and brine (50 mL) and dried over anhydrous sodium sulfate to obtain a crude product (820 mg). 80 mg of the crude was purified by reverse phase HPLC to obtain 4-[5-(2-tert-butyl-4-pyridyl)-3-thienyl]-3-chloro-N-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)benzamide (20 mg) freebase as a solid.10738] ‘H NMR (400 MHz, DMSO-d6) ö (ppm): 8.54 (d, J=5.i Hz, iH), 8.20 (s, iH), 8.07 (s, iH), 7.97 (d, J=iO.2 Hz, iH), 7.82 (d, J=7.9 Hz, iH), 7.77-7.65 (m, 2H), 7.53-7.47 (m, iH), 2.3i (m, 4H), 2.ii (d, J=i4.0 Hz, 3H), 2.03 (s, 3H), i.92 (m, 2H), i.36 (s, 9H). ECMS=494 (M+i).

Reference： [1]Current Patent Assignee: PFIZER INC - US2018/51013, 2018, A1 Location in patent: Paragraph 0736; 0737; 0738

42
1-(4-methoxybenzyl)-3-(2-oxoethyl)-3a,7a-dihydro-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid ethyl ester [ No CAS ]
[ 98998-25-5 ]
3-[2-((8-methyl-8-azabicyclo[3,2,1]octan-3-yl)amino)ethyl]-1-(4-methoxybenzyl)-3a,7a-dihydro-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid ethyl ester [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
52%	Stage #1: 1-(4-methoxybenzyl)-3-(2-oxoethyl)-3a,7a-dihydro-1H-pyrazolo[3,4-b]pyridine-4-carboxylic acid ethyl ester; (Endo)-8-methyl-8-azabicyclo[3.2.1]-octan-3-amine With acetic acid In methanol at 20℃; for 1h; Stage #2: With sodium cyanoborohydride In methanol at 20℃;	3.1 Step 1: Preparation of 3-[2-(8-Methyl-8-azabicyclo[3,2,1]oct-3-yl)ethyl]-1-(4-methoxybenzyl) -3a,7a-dihydro-1-pyrazolo[3,4hepta]pyridine-4-carboxylic acid ethyl ester (Compound 3-1) Add 1-(4-methoxybenzyl)-3-(2-oxoethyl)-33,73-dihydro-lized pyrazolo[3,4-b]pyridineEthyl pyridine-4-carboxylate (compound 1-10 prepared in Example 1, 130 mg, 0.36 mmol) and 8-methyl-8-azabicyclo [3,2,1] To a methanol (15 mL) solution of oct-3-amine hydrochloride (77 mg, 0.55 mmol) was added 4 drops of glacial acetic acid.Stir at room temperature for 1 hourTime.Then, sodium cyanoborohydride (91 mg, 1.44 mmol) was added to the reaction solution, and the mixture was stirred at room temperature overnight.The reaction liquid is poured into water,Extract twice with dichloromethane.Combine the dichloromethane layers, dry with anhydrous sodium sulfate, and spin dry.The residue was purified on a silica gel plate to obtain 3-[2-(8-Methyl-8-azabicyclo[3,2,1]oct-3-yl)ethyl]-1-(4-methoxybenzyl)-3a, 7a-dihydro-1H-pyridine Azolo[3,4-b] Ethyl pyridine-4-carboxylate (Compound 3-1), weight 90 mg, yellow solid, yield 52%.

Reference： [1]Current Patent Assignee: CHENGDU KELINGYUAN MEDICINE TECH - CN112390799, 2021, A Location in patent: Paragraph 0072; 0184; 0186-0189

43
2-[4-(prop-2-enoylamino)-6-quinolyl]pyrimidine-4-carboxylic acid [ No CAS ]
[ 98998-25-5 ]
N-{8-methyl-8-azabicyclo[3.2.1]octan-3-yl}-2-[4-(prop-2-enamido)quinolin-6-yl]pyrimidine-4-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
12.2 mg	With 1-propanephosphonic acid cyclic anhydride; triethylamine In N,N-dimethyl-formamide at 15℃; for 1h;	9.5 Step 5-N-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)-2-[4-(prop-2-enoylamino)-6-quinolyl]pyrimidine-4-carboxamide To a solution of 2-[4-(prop-2-enoylamino)-6-quinolyl]pyrimidine-4-carboxylic acid (0.1 g, 312.21 μmol, 1 eq) in DMF (2 mL) were added TEA (58.01 mg, 1.56 mmol, 217.27 μL, 5 eq) and 8-methyl-8-azabicyclo[3.2.1]octan-3-amine (87.6 mg, 624.42 μmol, 2 eq). Then, T3P (298 mg, 468.32 μmol, 278.52 μL, 50% purity, 1.5 eq) was added to the reaction, and the reaction was stirred at 15 °C for 1 h. LCMS showed that the reaction was complete. The reaction mixture was diluted with H2O (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic layers were washed with H2O (2 x 50 mL) and brine (2 x 50 mL), dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to give a residue. The residue was purified by prep-HPLC to afford the title compound N-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)-2-[4-(prop-2-enoylamino)-6-quinolyl]pyrimidine-4-carboxamide (12.2 mg, 27.13 μmol, 8.69% yield, 98.4% purity) as a white solid.
12.2 mg	With 1-propanephosphonic acid cyclic anhydride; triethylamine In N,N-dimethyl-formamide at 15℃; for 1h;	9.5 Step 5-N-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)-2-[4-(prop-2-enoylamino)-6-quinolyl]pyrimidine-4-carboxamide To a solution of 2-[4-(prop-2-enoylamino)-6-quinolyl]pyrimidine-4-carboxylic acid (0.1 g, 312.21 μmol, 1 eq) in DMF (2 mL) were added TEA (58.01 mg, 1.56 mmol, 217.27 μL, 5 eq) and 8-methyl-8-azabicyclo[3.2.1]octan-3-amine (87.6 mg, 624.42 μmol, 2 eq). Then, T3P (298 mg, 468.32 μmol, 278.52 μL, 50% purity, 1.5 eq) was added to the reaction, and the reaction was stirred at 15 °C for 1 h. LCMS showed that the reaction was complete. The reaction mixture was diluted with H2O (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic layers were washed with H2O (2 x 50 mL) and brine (2 x 50 mL), dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to give a residue. The residue was purified by prep-HPLC to afford the title compound N-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)-2-[4-(prop-2-enoylamino)-6-quinolyl]pyrimidine-4-carboxamide (12.2 mg, 27.13 μmol, 8.69% yield, 98.4% purity) as a white solid.

Reference： [1]Current Patent Assignee: PMV PHARMACEUTICALS INC - WO2021/262596, 2021, A1 Location in patent: Paragraph 0476; 0480
[2]Current Patent Assignee: PMV PHARMACEUTICALS INC - WO2021/262596, 2021, A1 Location in patent: Paragraph 0476; 0480

44
[ 98998-25-5 ]
6-(4-amino-6-quinolyl)-N-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)pyridine-2-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: triethylamine; 1-propanephosphonic acid cyclic anhydride / N,N-dimethyl-formamide; ethyl acetate / 18 h / 20 °C 2: palladium (II) [1,1'-bis(diphenylphosphanyl)ferrocene] dichloride; Cs₂CO₃ / 1,4-dioxane; water monomer / 0.58 h / 100 °C / Microwave irradiation

Reference： [1]Current Patent Assignee: PMV PHARMACEUTICALS INC - WO2021/262596, 2021, A1

45
[ 98998-25-5 ]
N-{8-methyl-8-azabicyclo[3.2.1]octan-3-yl}-6-[4-(prop-2-enamido)quinolin-6-yl]pyridine-2-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: triethylamine; 1-propanephosphonic acid cyclic anhydride / N,N-dimethyl-formamide; ethyl acetate / 18 h / 20 °C 2: palladium (II) [1,1'-bis(diphenylphosphanyl)ferrocene] dichloride; Cs₂CO₃ / 1,4-dioxane; water monomer / 0.58 h / 100 °C / Microwave irradiation 3: triethylamine / dichloromethane / 18 h / 0 - 20 °C

Reference： [1]Current Patent Assignee: PMV PHARMACEUTICALS INC - WO2021/262596, 2021, A1

46
[ 21190-87-4 ]
[ 98998-25-5 ]
6-bromo-N-(8-methyl-8-azabicyclo[3.2.1]octan-3-yl)pyridine-2-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
55%	With 1-propanephosphonic acid cyclic anhydride; triethylamine In ethyl acetate; N,N-dimethyl-formamide at 20℃; for 18h;	9.1 Step 1) Preparation of 6-bromo-N-(8-methyl-8-azabicyclo [3.2.1] octan-3-yl) pyridine-2-carboxamide To a mixture of 6-bromopyridine-2-carboxylic acid (500 mg, 2.475 mmol), 8-methyl-8-azabicyclo[3.2.1] octan-3-amine (521 mg, 3.713 mmol) and Et3N (1.25 g, 3.713 mmol) in DMF (6 mL) was added T3P (50 wt % in EtOAc, 3.2 mL, 3.713 mmol). The resulting mixture was stirred at r.t. for 18h and partitioned between EtOAc and water. The aqueous phase was extracted with EtOAc (3X). The combined organic phase was washed with saturated NaHCO3and brine, dried(MgSO4), filtered, and concentrated in vacuo. The residue was purified by chromatography on silica gel eluting with 0-20% MeOH/EtOAc/5% Et3N to afford the title compound (442 mg, Yield 55%).
55%	With 1-propanephosphonic acid cyclic anhydride; triethylamine In ethyl acetate; N,N-dimethyl-formamide at 20℃; for 18h;	9.1 Step 1) Preparation of 6-bromo-N-(8-methyl-8-azabicyclo [3.2.1] octan-3-yl) pyridine-2-carboxamide To a mixture of 6-bromopyridine-2-carboxylic acid (500 mg, 2.475 mmol), 8-methyl-8-azabicyclo[3.2.1] octan-3-amine (521 mg, 3.713 mmol) and Et3N (1.25 g, 3.713 mmol) in DMF (6 mL) was added T3P (50 wt % in EtOAc, 3.2 mL, 3.713 mmol). The resulting mixture was stirred at r.t. for 18h and partitioned between EtOAc and water. The aqueous phase was extracted with EtOAc (3X). The combined organic phase was washed with saturated NaHCO3and brine, dried(MgSO4), filtered, and concentrated in vacuo. The residue was purified by chromatography on silica gel eluting with 0-20% MeOH/EtOAc/5% Et3N to afford the title compound (442 mg, Yield 55%).

Reference： [1]Current Patent Assignee: PMV PHARMACEUTICALS INC - WO2021/262596, 2021, A1 Location in patent: Paragraph 0498
[2]Current Patent Assignee: PMV PHARMACEUTICALS INC - WO2021/262596, 2021, A1 Location in patent: Paragraph 0498

Type	HazMat fee for 500 gram (Estimated)
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Limited Quantity	USD 15-60
Inaccessible (Haz class 6.1), Domestic	USD 80+
Inaccessible (Haz class 6.1), International	USD 150+
Accessible (Haz class 3, 4, 5 or 8), Domestic	USD 100+
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CAS No. :	98998-25-5	MDL No. :	MFCD00210699
Formula :	C₈H₁₆N₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	-
M.W :	140.23	Pubchem ID :	-
Synonyms :

Num. heavy atoms :	10
Num. arom. heavy atoms :	0
Fraction Csp3 :	1.0
Num. rotatable bonds :	0
Num. H-bond acceptors :	2.0
Num. H-bond donors :	1.0
Molar Refractivity :	45.86
TPSA :	29.26 Å²

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.8 cm/s

[ CAS No. 98998-25-5 ] {[proInfo.proName]}

Quality Control of [ 98998-25-5 ]

Related Doc. of [ 98998-25-5 ]

Product Details of [ 98998-25-5 ]

Calculated chemistry of [ 98998-25-5 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 98998-25-5 ]

Application In Synthesis of [ 98998-25-5 ]

[ 98998-25-5 ] Synthesis Path-Downstream 1~46

Technical Information

Related Functional Groups of
[ 98998-25-5 ]

Amines

Related Parent Nucleus of
[ 98998-25-5 ]

Other Aliphatic Heterocycles

Precautionary Statements-General

Prevention

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Disposal

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Inquiry

Log Po/w (iLOGP) :	1.82
Log Po/w (XLOGP3) :	0.5
Log Po/w (WLOGP) :	0.19
Log Po/w (MLOGP) :	0.9
Log Po/w (SILICOS-IT) :	0.36
Consensus Log Po/w :	0.76

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Log S (ESOL) :	-1.02
Solubility :	13.3 mg/ml ; 0.0945 mol/l
Class :	Very soluble
Log S (Ali) :	-0.68
Solubility :	29.0 mg/ml ; 0.207 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-0.47
Solubility :	48.1 mg/ml ; 0.343 mol/l
Class :	Soluble

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	3.07

Signal Word:	Danger	Class:	3,8
Precautionary Statements:	P210-P240-P241-P242-P243-P260-P264-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340-P305+P351+P338-P310-P363-P370+P378-P403+P233-P403+P235-P405-P501	UN#:	2733
Hazard Statements:	H226-H335-H314	Packing Group:	Ⅲ
GHS Pictogram:

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Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

[ CAS No. 98998-25-5 ] {[proInfo.proName]}

Quality Control of [ 98998-25-5 ]

Related Doc. of [ 98998-25-5 ]

Product Details of [ 98998-25-5 ]

Calculated chemistry of [ 98998-25-5 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 98998-25-5 ]

Application In Synthesis of [ 98998-25-5 ]

[ 98998-25-5 ] Synthesis Path-Downstream 1~46

Technical Information

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Amines

Related Parent Nucleus of [ 98998-25-5 ]

Other Aliphatic Heterocycles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

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[ 98998-25-5 ]

Related Parent Nucleus of
[ 98998-25-5 ]