Name: 138716-20-8|(E)-3-(Dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one|98%
Brand: Ambeed
SKU: A750152
Price: 16.0 USD
Availability: InStock
Rating: 90 (29 reviews)

1
[ 593-77-1 ]
[ 138716-20-8 ]
[ 143621-08-3 ]

Yield	Reaction Conditions	Operation in experiment
20%	With toluene-4-sulfonic acid In methanol at 20℃; for 0.5h;

Reference： [1]Wright, Stephen W.; Harris, Richard R.; Kerr, Janet S.; Green, Alicia M.; Pinto, Donald J.; et al. [Journal of Medicinal Chemistry, 1992, vol. 35, # 22, p. 4061 - 4068]

2
[ 26228-72-8 ]
[ 138716-20-8 ]
[ 143620-98-8 ]

Yield	Reaction Conditions	Operation in experiment
18%	With toluene-4-sulfonic acid In methanol at 20℃; for 0.5h;

Reference： [1]Wright, Stephen W.; Harris, Richard R.; Kerr, Janet S.; Green, Alicia M.; Pinto, Donald J.; et al. [Journal of Medicinal Chemistry, 1992, vol. 35, # 22, p. 4061 - 4068]

3
[ 403-42-9 ]
[ 4637-24-5 ]
[ 138716-20-8 ]

Yield	Reaction Conditions	Operation in experiment
97%	In ethanol Reflux;
95%	In 5,5-dimethyl-1,3-cyclohexadiene at 120℃; for 48h;	General experimental procedure for synthesis of Enaminones (5) General procedure: To a solution of acetophenone (1 mmol) in dry xylene (5 ml), was added a solution of DMF-DMA (2 mmol) and refluxed for 48h at 120°C. After cooling, the solvent was evaporated and residue was extracted with ethyl acetate (3x20ml). The combined organic layer was concentrated in vacuo and purified by recrystallisation with diethyl ether.
93%	With <i>L</i>-proline In neat (no solvent) at 80℃; for 1h;

90%	With guanidineacetic acid at 100℃; for 1h;
88%	In toluene at 110℃; Inert atmosphere;
88%	In toluene at 110℃;
88%	In toluene at 110℃;
88%	In toluene at 110℃; Inert atmosphere;
88%	In toluene at 110℃;
76%	In ethanol for 6h; Reflux;	The acetophenone (25 mmol) was solved in ethanol (20 mL) and N,N-dimethylformamide dimethyl acetal (37 mmol) was added. The reaction mixture was stirred under reflux for 6 h and concentrated. The residue was elutriated in hexane and the remaining precipitate was filtered off, washed several times with hexane and dried.Intermediate B1: (E)-3-(Dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one Yield: 76%1H-NMR (300 MHz, d6-DMSO): α=7.92 (m, 2H), 7.67 (d, 1H), 7.20 (m, 2H), 5.77 (d, 1H), 3.10 (bs, 3H), 2.87 (br s, 3H) ppm.
70%	With boron trifluoride diethyl ether complex In toluene at 110℃; for 24h;
	for 14h; Heating;
	In N,N-dimethyl-formamide
	at 120℃; for 16h;
	In 5,5-dimethyl-1,3-cyclohexadiene Reflux;	General procedure for synthesis of substituted (E)-3-(dimethylamino)-1-phenylprop-2-en-1-one 2 (a-u) General procedure: To the appropriate methyl ketones 1 (a-u) (0.01 mol) in round-bottom flask, DMF-DMA (N,N-Dimethylformamide dimethyl acetal) was added and refluxed in xylene for the appropriate time. The solvent was evaporated in vacuum and the residual solid was crystallized from ethanol to afford corresponding pure product 2.
	at 110℃; for 0.166667h; Microwave irradiation;	1 Synthesis of 1-(4-fluorophenyl)-3-(dimethylamino)prop-2-en-1-one (3) To a solution of p-fluoroacetophenone (1) (10 mmol) in xylene or without solvent was added dimethylformamide-dimethylacetal (DMF-DMA) (12 mmol) and the mixture was mixed in a HP-500 Plus process vessel. The vessel was capped properly and irradiated by microwaves under pressurized conditions (17.2 bar, 110 °C) for 10 min. The excess DMF-DMA was evaporated in vacuo and the residue was dissolved in ether (50 mL) and dried over MgSO4. After evaporation of the solvent the resulting solid was recrystallized from hexane to afford (E)-1-(4-fluorophenyl)-3-(dimethylamino)prop-2-en-1-one (2), The physical and spectral data of the synthesized compound are listed below. Mp.: 64-65 °C; IR (KBr) cm-1: 1664 (C=O), 1598 (C=N); 1H NMR (CDCl3): δ 3.02 (s, 6H, N(CH3)2), 5.67 (d, 1H, J = 12.3 Hz, -CO-CH]), 7.10 (d, 2H, Ar-H), 7.80 (d, J = 12.3 Hz, 1H, =CH-N), 7.92 (d, 2H, Ar-H).; MS (m/z): 193 (M+); C11H12FNO:Anal. Calcd: C, 68.38; H, 6.26; N, 7.25. Found C, 68.28; H, 6.16; N, 7.35. %.
	In toluene at 110℃; Inert atmosphere;
	In toluene at 110℃;
	for 2h; Reflux;	41 A mixture of 1-(4-fluorophenyl)ethanone (2 g) and 1,1-dimethoxy-N,N-dimethylmethanamine (4 ml) was refluxed for 2 h. The solvent was removed. To the residue was added hexane to give the title compound as crystals (889 mg).1H-NMR (300 MHz, DMSO-d6) δ: 2.92 (3H, s), 3.14 (3H, s), 5.82 (1H, d, J=12.2 Hz), 7.24 (2H, m), 7.71 (1H, d, J=12.2 Hz), 7.96 (2H, dd, J=8.9, 5.7 Hz).
	In 5,5-dimethyl-1,3-cyclohexadiene for 7h; Reflux;	(1) Preparation of N,N-dimethylenaminones General procedure: The N,N-dimethylenaminones were synthesized according to literature method with slight modifications. 1 To a solution of ketones (1.54 g, 12.8 mmol) in xylene (15 mL) was added N,N-dimethylformamide dimethylacetal (3.6 mL, 25.7 mmol) and refluxed for 7 h (monitored by TLC). Xylene was then removed by distillation and crude residue was purified by column chromatography (silica gel; hexane-EtOAc = 3:7) to yield (E)-3-(dimethylamino)-1-phenylprop-2-en-1-one ( 1 ) as a pure light yellow solid.
	In acetonitrile at 82℃; for 1h; Microwave irradiation; Sealed tube;	Synthesis of compounds 7a-m General procedure: A vial containing a mixture of aromatic ketone 13a-m (1 mmol) and N,N-dimethylformamide dimethyl acetal (12) (1 mmol) in CH3CN (3 mL) was sealed and placed in a Anton Paar Microwave Synthetic Reactor. The vial was subjected to microwave irradiation, programmed at 82 oC and 150W. After a period of 30 second, the temperature reached a plauteau, 82 oC, and remained constant. After stirring reaction for 60 min, 2-hydroxy-1,4-naphthoquinone (15) (1 mmol) and glacial AcOH (0.2 mmol) were added into the vial. The reaction was stirred for a further 30 min. The vial was then cooled to room temperature. Evaporation of the solvent gave crude products 7a-m, which was purified by column chromatography using a MeOH-EtOAc-DCM eluent (1:4:5)

Reference： [1]Al-Romaizan, Abeer N.; Ahmed, Nesreen S.; Elfeky, Sherin M. [Journal of Chemistry, 2019, vol. 2019]
[2]Prajapti, Santosh Kumar; Nagarsenkar, Atulya; Guggilapu, Sravanthi Devi; Gupta, Keshav Kumar; Allakonda, Lingesh; Jeengar, Manish Kumar; Naidu; Babu, Bathini Nagendra [Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 13, p. 3024 - 3028]
[3]Kumar, Dinesh; Kommi, Damodara N.; Chopra, Pradeep; Ansari, Md Imam; Chakraborti, Asit K. [European Journal of Organic Chemistry, 2012, # 32, p. 6407 - 6413,7]
[4]Location in patent: experimental part Bindal, Sachin; Kumar, Dinesh; Kommi, Damodara N.; Bhatiya, Sonam; Chakraborti, Asit K. [Synthesis, 2011, # 12, p. 1930 - 1935]
[5]Jiang, Yaojia; Liang, Gaohui; Zhang, Cong; Loh, Teck-Peng [European Journal of Organic Chemistry, 2016, vol. 2016, # 20, p. 3326 - 3330]
[6]Ni, Meiyan; Zhang, Jianguo; Liang, Xiaoyu; Jiang, Yaojia; Loh, Teck-Peng [Chemical Communications, 2017, vol. 53, # 91, p. 12286 - 12289]
[7]Wang, Fei; Sun, Wangbing; Wang, Yixin; Jiang, Yaojia; Loh, Teck-Peng [Organic Letters, 2018, vol. 20, # 4, p. 1256 - 1260] Liang, Gaohui; Rong, Jiaxin; Sun, Wangbin; Chen, Gengjia; Jiang, Yaojia; Loh, Teck-Peng [Organic Letters, 2018] Liang, Gaohui; Rong, Jiaxin; Sun, Wangbin; Chen, Gengjia; Jiang, Yaojia; Loh, Teck-Peng [Organic Letters, 2018, vol. 20, # 22, p. 7326 - 7331]
[8]Liang, Xiaoyu; Guo, Pan; Yang, Wenjie; Li, Meng; Jiang, Chengzhou; Sun, Wangbin; Loh, Teck-Peng; Jiang, Yaojia [Chemical Communications, 2020, vol. 56, # 13, p. 2043 - 2046]
[9]Wang, Fei; Fu, Rui; Chen, Jie; Rong, Jiaxin; Wang, Enfu; Zhang, Jian; Zhang, Zhengyu; Jiang, Yaojia [Chemical Communications, 2022, vol. 58, # 21, p. 3477 - 3480]
[10]Current Patent Assignee: BAYER AG - US2012/237446, 2012, A1 Location in patent: Page/Page column 14
[11]Rosa, Fernanda A.; Machado, Pablo; Bonacorso, Helio G.; Zanatta, Nilo; Martins, Marcos A. P. [Journal of Heterocyclic Chemistry, 2008, vol. 45, # 3, p. 879 - 885]
[12]Wright, Stephen W.; Harris, Richard R.; Kerr, Janet S.; Green, Alicia M.; Pinto, Donald J.; et al. [Journal of Medicinal Chemistry, 1992, vol. 35, # 22, p. 4061 - 4068]
[13]Clough, Stuart; Gupton, John; Ligali, Adepeju; Roberts, Matthew; Driscoll, David; Annett, Scott; Hewitt, Alisa; Hudson, Matthew; Jackson, Edward; Miller, Robert; Norwood, Bradley; Kanters, Rene; Wyre, Hadley; Petruzzi, Heather [Tetrahedron, 2005, vol. 61, # 31, p. 7554 - 7561]
[14]Yang, Hua-Lin; Fang, Fei; Zhao, Chang-Po; Li, Dong-Dong; Li, Jing-Ran; Sun, Jian; Du, Qian-Ru; Zhu, Hai-Liang [MedChemComm, 2014, vol. 5, # 2, p. 219 - 225]
[15]Deng, Chang-Bo; Li, Juan; Li, Lu-Yi; Sun, Feng-Jie [Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 13, p. 3195 - 3201]
[16]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]
[17]Shi, Pengfei; Wang, Lili; Chen, Kehao; Wang, Jie; Zhu, Jin [Organic Letters, 2017, vol. 19, # 9, p. 2418 - 2421]
[18]Song, Chao; Yang, Chen; Zeng, Hua; Zhang, Wenjing; Guo, Shan; Zhu, Jin [Organic Letters, 2018, vol. 20, # 13, p. 3819 - 3823]
[19]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US2010/94000, 2010, A1 Location in patent: Page/Page column 28
[20]Tang, Yucai; Chen, Ying; Liu, Hui; Guo, Min [Tetrahedron Letters, 2018, vol. 59, # 41, p. 3703 - 3705]
[21]Nguyen, Ha-Thanh; Dang Thi, Tuyet Anh; Hoang Thi, Phuong; Le-Nhat-Thuy, Giang; Nguyen Thi, Quynh Giang; Nguyen Tuan, Anh; Le Thi, Tu Anh; Van Nguyen, Tuyen [Tetrahedron Letters, 2021, vol. 81]

4
[ 622-30-0 ]
[ 138716-20-8 ]
[ 143621-09-4 ]

Yield	Reaction Conditions	Operation in experiment
34%	With toluene-4-sulfonic acid In methanol at 20℃; for 0.5h;

Reference： [1]Wright, Stephen W.; Harris, Richard R.; Kerr, Janet S.; Green, Alicia M.; Pinto, Donald J.; et al. [Journal of Medicinal Chemistry, 1992, vol. 35, # 22, p. 4061 - 4068]

5
[ 138716-20-8 ]
ethyl 2-(phenoxysulfonyl)ethanimidoate hydrochloride [ No CAS ]
phenyl 2-amino-6-(4-fluorophenyl)pyridine-3-sulfonate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	With ammonium acetate In ethanol for 4h; Heating;

Reference： [1]Fischer, Michael; Troschuetz, Reinhard [Synthesis, 2003, # 10, p. 1603 - 1609]

6
[ 141-97-9 ]
[ 138716-20-8 ]
[ 31676-67-2 ]

Yield	Reaction Conditions	Operation in experiment
93%	With gallium(III) iodide; ammonium acetate In neat (no solvent) at 80℃; for 1h;
82%	With anhydrous ammonium acetate; Montmorillonite K₁₀ In isopropanol Heating;
	With ammonium acetate; glacial acetic acid Reflux;	General procedure for synthesis of ethyl 2-methyl-6- substituted phenylnicotinate 3 (a-u) General procedure: To a above synthesized solution of the appropriate enaminone 2 (a-u) (1 mmol) in glacial acetic acid (15 mL), ethyl acetoacetate (1.5 mmol) and ammonium acetate (40 mmol) were added. The reaction mixture was heated under reflux for 5-8 h. After cooling and pouring into ice-water, the residue obtained was filtered and washed with petroleum ether then with water and finally crystallized from ethanol to yield the desired product 3 (a-u).

Reference： [1]Chakraborti, Asit K.; Kumar, Dinesh; Saha, Nirjhar; Sharma, Himanshu [Chemistry - An Asian Journal, 2022]
[2]Jagath Reddy; Latha; Thirupathaiah; Srinivasa Rao [Tetrahedron Letters, 2005, vol. 46, # 2, p. 301 - 302]
[3]Deng, Chang-Bo; Li, Juan; Li, Lu-Yi; Sun, Feng-Jie [Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 13, p. 3195 - 3201]

7
[ 138716-20-8 ]
[ 161891-29-8 ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: (E)-3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one With trichlorophosphate Stage #2: With water In tetrahydrofuran

Reference： [1]Clough, Stuart; Gupton, John; Ligali, Adepeju; Roberts, Matthew; Driscoll, David; Annett, Scott; Hewitt, Alisa; Hudson, Matthew; Jackson, Edward; Miller, Robert; Norwood, Bradley; Kanters, Rene; Wyre, Hadley; Petruzzi, Heather [Tetrahedron, 2005, vol. 61, # 31, p. 7554 - 7561]

8
[ 138716-20-8 ]
[ 16617-46-2 ]
3-cyano-7-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85.64%	In acetic acid at 120℃; for 0.333333h; microwave irradiation;

Reference： [1]Ming, Li; Shuwen, Wang; Lirong, Wen; Huazheng, Yang; Xiuli, Zhang [Journal of Heterocyclic Chemistry, 2005, vol. 42, # 5, p. 925 - 930]

9
[ 138716-20-8 ]
[ 6994-25-8 ]
ethyl 7-(4-fluoroxyphenyl)pyrazolo[1,5-a]pyrimidine-3-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94.56%	In acetic acid at 120℃; for 0.333333h; microwave irradiation;

Reference： [1]Ming, Li; Shuwen, Wang; Lirong, Wen; Huazheng, Yang; Xiuli, Zhang [Journal of Heterocyclic Chemistry, 2005, vol. 42, # 5, p. 925 - 930]

10
[ 138716-20-8 ]
3,4,5-trimethoxyphenylguanidinium nitrate [ No CAS ]
[4-(4-fluoro-phenyl)-pyrimidin-2-yl]-(3,4,5-trimethoxy-phenyl)-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
89%	With 1,8-diazabicyclo[5.4.0]undec-7-ene at 120℃; for 1h;

Reference： [1]Kidemet, Davor; Elenkov, Ivaylo; Prgomet, Vesna [Synlett, 2005, # 16, p. 2531 - 2533]

11
[ 138716-20-8 ]
N-(3-methoxyphenyl)guanidine nitrate [ No CAS ]
[4-(4-fluoro-phenyl)-pyrimidin-2-yl]-(3-methoxy-phenyl)-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
86%	With 1,8-diazabicyclo[5.4.0]undec-7-ene at 120℃; for 1h;

Reference： [1]Kidemet, Davor; Elenkov, Ivaylo; Prgomet, Vesna [Synlett, 2005, # 16, p. 2531 - 2533]

12
[ 138716-20-8 ]
1,3-di-(4-morpholinyl)-1-(p-fluorophenyl)-2-propenylium hexafluorophosphate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: POCl₃ 1.2: H₂O / tetrahydrofuran 2.1: acetonitrile / 20 °C 2.2: 80 percent / NaPF₆ / methanol

Reference： [1]Clough, Stuart; Gupton, John; Ligali, Adepeju; Roberts, Matthew; Driscoll, David; Annett, Scott; Hewitt, Alisa; Hudson, Matthew; Jackson, Edward; Miller, Robert; Norwood, Bradley; Kanters, Rene; Wyre, Hadley; Petruzzi, Heather [Tetrahedron, 2005, vol. 61, # 31, p. 7554 - 7561]

13
[ 138716-20-8 ]
[ 149839-50-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: 34 percent / p-TsOH / methanol / 0.5 h / 20 °C 2: 44 percent / Et₃N / CH₂Cl₂ / 0.5 h / 20 °C

Reference： [1]Wright, Stephen W.; Harris, Richard R.; Kerr, Janet S.; Green, Alicia M.; Pinto, Donald J.; et al. [Journal of Medicinal Chemistry, 1992, vol. 35, # 22, p. 4061 - 4068]

14
[ 108-98-5 ]
[ 138716-20-8 ]
[ 102360-62-3 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; sodium hydroxide; sodium cyanoborohydride; trichlorophosphate In diethyl ether; chloroform; isopropyl alcohol	40 EXAMPLE 40 EXAMPLE 40 By using a method similar to that described in Example 35, but starting from 1-(4-fluorophenyl)-3-dimethylamino-2-propen-1-one (10 g), phosphorus oxychloride (4.76 cc), thiophenol (5.57 cc) and sodium cyanoborohydride (1.92 g), a residue is obtained which is taken up in chloroform. The solution is then adjusted to pH 10 by adding a concentrated aqueous solution of sodium hydroxide. The organic phase is separated and then the aqueous phase is extracted with methylene chloride. The organic phases are collected, dried over sodium sulphate, filtered and then evaporated to dryness under reduced pressure (2.7 kPa) at 30° C. A residue is obtained which is dissolved in isopropanol (30 cc). A 3N solution (12 cc) of hydrochloric acid gas in ethyl ether is added to this solution. The solid which precipitates is separated off by filtration and recrystallized from isopropanol (30 cc). In this way 1-dimethylamino-3-(4-fluorophenyl)-3-phenylthio-2-propene (E) hydrochloride (3.3 g) is obtained in the form of a white solid melting at 160° C. 1-(4-Fluorophenyl)-3-dimethylamino-2-propen-1-one can be obtained by using the method described by H. Meerwein, W. Florian, N. Schon and G. Stopp, Ann. Chem. 641, 1, (1961).

Reference： [1]Current Patent Assignee: SANOFI - US4686309, 1987, A

15
[ 403-42-9 ]
[ 138716-20-8 ]

Yield	Reaction Conditions	Operation in experiment
	With <i>N</i>,<i>N</i>-dimethyl-formamide dimethyl acetal In hexane	48 3-Dimethylamino-4'-fluoroacrylophenone EXAMPLE 48 3-Dimethylamino-4'-fluoroacrylophenone A mixture of 5.0 g. of p-fluoroacetophenone and 10 ml. of dimethylformamide dimethylacetal is refluxed for 4 hours. Evaporation gives an oil which crystallizes with the addition of hexane to give the product, m.p. 83.5°-84° C.

Reference： [1]Current Patent Assignee: PFIZER INC - US4209621, 1980, A

16
[ 92260-27-0 ]
[ 403-42-9 ]
[ 138716-20-8 ]

Yield	Reaction Conditions	Operation in experiment
63%	at 120℃; for 16h;

Reference： [1]Hoepping, Alexander; Diekers, Michael; Deuther-Conrad, Winnie; Scheunemann, Matthias; Fischer, Steffen; Hiller, Achim; Wegner, Florian; Steinbach, Joerg; Brust, Peter [Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 3, p. 1184 - 1194]

17
[ 138716-20-8 ]
[ 138716-37-7 ]

Yield	Reaction Conditions	Operation in experiment
97%	With hydroxylamine hydrochloride In methanol at 65℃; for 2.5h;
70%	With hydroxylamine hydrochloride In ethanol at 78℃; for 16h;

Reference： [1]Hoepping, Alexander; Diekers, Michael; Deuther-Conrad, Winnie; Scheunemann, Matthias; Fischer, Steffen; Hiller, Achim; Wegner, Florian; Steinbach, Joerg; Brust, Peter [Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 3, p. 1184 - 1194]
[2]Rosa, Fernanda A.; Machado, Pablo; Bonacorso, Helio G.; Zanatta, Nilo; Martins, Marcos A. P. [Journal of Heterocyclic Chemistry, 2008, vol. 45, # 3, p. 879 - 885]

18
[ 4755-77-5 ]
[ 138716-20-8 ]
[ 1010796-75-4 ]

Yield	Reaction Conditions	Operation in experiment
76%	With pyridine In dichloromethane at 40℃; for 15h;

Reference： [1]Rosa, Fernanda A.; Machado, Pablo; Rossatto, Marcelo; Vargas, Pâmela S.; Bonacorso, Helio G.; Zanatta, Nilo; Martins, Marcos A. P. [Synlett, 2007, # 20, p. 3165 - 3171]

19
[ 138716-20-8 ]
[ 407-25-0 ]
[ 1010796-76-5 ]

Yield	Reaction Conditions	Operation in experiment
80%	With pyridine In dichloromethane at 40℃; for 15h;

Reference： [1]Rosa, Fernanda A.; Machado, Pablo; Rossatto, Marcelo; Vargas, Pâmela S.; Bonacorso, Helio G.; Zanatta, Nilo; Martins, Marcos A. P. [Synlett, 2007, # 20, p. 3165 - 3171]

20
[ 138716-20-8 ]
[ 138716-37-7 ]
[ 651059-64-2 ]

Yield	Reaction Conditions	Operation in experiment
1: 9% 2: 54%	With pyridine; hydroxylamine hydrochloride In ethanol at 78℃; for 16h;

Reference： [1]Rosa, Fernanda A.; Machado, Pablo; Bonacorso, Helio G.; Zanatta, Nilo; Martins, Marcos A. P. [Journal of Heterocyclic Chemistry, 2008, vol. 45, # 3, p. 879 - 885]

21
[ 138716-20-8 ]
[ 60-34-4 ]
[ 689251-78-3 ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol for 4h; Reflux;	42 A mixture of (2E)-3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one (800 mg) and methylhydrazine (257 μl) in ethanol was refluxed for 4 h. The solvent was removed, and the residue was chromatographed on basic silica gel using hexane/ethyl acetate as an eluent to give the title compound (592 mg).1H-NMR (300 MHz, DMSO-d6) δ: 3.83 (3H, s), 6.39 (1H, d, J=1.9 Hz), 7.34 (2H, dd), 7.46 (1H, d, J=1.5 Hz), 7.58 (2H, dd, J=8.9, 5.5 Hz).

Reference： [1]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US2010/94000, 2010, A1 Location in patent: Page/Page column 28

22
[ 138716-20-8 ]
[ 1346269-43-9 ]

Yield	Reaction Conditions	Operation in experiment
97%	With Tris(trimethylsilyl)phosphane; cesium fluoride In N,N-dimethyl-formamide at 100℃; for 4h; Inert atmosphere;

Reference： [1]Reis, Andreas; Dehe, Daniel; Farsadpour, Saeid; Munstein, Isabel; Sun; Thiel, Werner R. [New Journal of Chemistry, 2011, vol. 35, # 11, p. 2488 - 2495]

23
[ 138716-20-8 ]
[ 17154-34-6 ]
(E)-[4-((3'-N,N-dimethylamino)prop-2'-en-1'-onyl)phenyl]diphenylphosphine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	With cesium fluoride In N,N-dimethyl-formamide at 80℃; for 1h; Inert atmosphere;

Reference： [1]Reis, Andreas; Dehe, Daniel; Farsadpour, Saeid; Munstein, Isabel; Sun; Thiel, Werner R. [New Journal of Chemistry, 2011, vol. 35, # 11, p. 2488 - 2495]

24
[ 138716-20-8 ]
[ 1491142-18-7 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: sodium ethanolate / ethanol / 70 °C 2: sulfuric acid; dihydrogen peroxide; ferrous(II) sulfate heptahydrate / 0 - 15 °C

Reference： [1]Tang, Qidong; Zhao, Yanfang; Du, Xinming; Chong, Lian'E; Gong, Ping; Guo, Chun [European Journal of Medicinal Chemistry, 2013, vol. 69, p. 77 - 89]

25
[ 138716-20-8 ]
[ 1491142-21-2 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: sodium ethanolate / ethanol / 70 °C 2: sulfuric acid; dihydrogen peroxide; ferrous(II) sulfate heptahydrate / 0 - 15 °C 3: sulfuric acid / 100 °C

Reference： [1]Tang, Qidong; Zhao, Yanfang; Du, Xinming; Chong, Lian'E; Gong, Ping; Guo, Chun [European Journal of Medicinal Chemistry, 2013, vol. 69, p. 77 - 89]

26
[ 138716-20-8 ]
[ 1491142-25-6 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: sodium ethanolate / ethanol / 70 °C 2: sulfuric acid; dihydrogen peroxide; ferrous(II) sulfate heptahydrate / 0 - 15 °C 3: sulfuric acid / 100 °C 4: thionyl chloride / 6 h / Reflux 5: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Cooling with ice

Reference： [1]Tang, Qidong; Zhao, Yanfang; Du, Xinming; Chong, Lian'E; Gong, Ping; Guo, Chun [European Journal of Medicinal Chemistry, 2013, vol. 69, p. 77 - 89]

27
[ 138716-20-8 ]
[ 1491142-29-0 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: sodium ethanolate / ethanol / 70 °C 2: sulfuric acid; dihydrogen peroxide; ferrous(II) sulfate heptahydrate / 0 - 15 °C 3: sulfuric acid / 100 °C 4: thionyl chloride / 6 h / Reflux 5: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Cooling with ice

Reference： [1]Tang, Qidong; Zhao, Yanfang; Du, Xinming; Chong, Lian'E; Gong, Ping; Guo, Chun [European Journal of Medicinal Chemistry, 2013, vol. 69, p. 77 - 89]

28
[ 138716-20-8 ]
[ 1491142-32-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: sodium ethanolate / ethanol / 70 °C 2: sulfuric acid; dihydrogen peroxide; ferrous(II) sulfate heptahydrate / 0 - 15 °C 3: sulfuric acid / 100 °C 4: thionyl chloride / 6 h / Reflux 5: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Cooling with ice

Reference： [1]Tang, Qidong; Zhao, Yanfang; Du, Xinming; Chong, Lian'E; Gong, Ping; Guo, Chun [European Journal of Medicinal Chemistry, 2013, vol. 69, p. 77 - 89]

29
[ 138716-20-8 ]
[ 1491142-36-9 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1: sodium ethanolate / ethanol / 70 °C 2: sulfuric acid; dihydrogen peroxide; ferrous(II) sulfate heptahydrate / 0 - 15 °C 3: sulfuric acid / 100 °C 4: thionyl chloride / 6 h / Reflux 5: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Cooling with ice

Reference： [1]Tang, Qidong; Zhao, Yanfang; Du, Xinming; Chong, Lian'E; Gong, Ping; Guo, Chun [European Journal of Medicinal Chemistry, 2013, vol. 69, p. 77 - 89]

30
[ 138716-20-8 ]
C₁₁H₆ClFN₂O [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1: sodium ethanolate / ethanol / 70 °C 2: sulfuric acid; dihydrogen peroxide; ferrous(II) sulfate heptahydrate / 0 - 15 °C 3: sulfuric acid / 100 °C 4: thionyl chloride / 6 h / Reflux

Reference： [1]Tang, Qidong; Zhao, Yanfang; Du, Xinming; Chong, Lian'E; Gong, Ping; Guo, Chun [European Journal of Medicinal Chemistry, 2013, vol. 69, p. 77 - 89]

31
[ 3473-63-0 ]
[ 138716-20-8 ]
[ 68049-19-4 ]

Yield	Reaction Conditions	Operation in experiment
66%	With sodium ethanolate In ethanol at 70℃;	5.4. General procedure for the preparation of 4-substititedphenylpyrimidines (21a-d) General procedure: To the mixture of formamidine acetate (9.9g, 0.096mol), sodium ethoxide (10.9g, 0.16mol) and anhydrous EtOH (300mL), an appropriate (E)-3-(dimethylamino)-1-substititedphenylprop-2-en-1-one (0.08mol) was added slowly at 70°C. Upon the completion of addition, the reaction mixture then was stirred at reflux for 15-20h and monitored by TLC. The solvent was concentrated in vacuum and the residue was resolved with dichloromethane (300mL), washed with water (30mL×3), brine (60mL), dried over anhydrous Na2SO4, and concentrated in vacuum to give the corresponding 4-substititedphenylpyrimidines as light yellow solids.

Reference： [1]Tang, Qidong; Zhao, Yanfang; Du, Xinming; Chong, Lian'E; Gong, Ping; Guo, Chun [European Journal of Medicinal Chemistry, 2013, vol. 69, p. 77 - 89]

32
[ 403-42-9 ]
[ 33513-42-7 ]
[ 138716-20-8 ]

Yield	Reaction Conditions	Operation in experiment
86%	In N,N-dimethyl acetamide; toluene at 110℃; Inert atmosphere;
84%	In dimethyl amine at 80℃;	5.4.General procedure for the preparation of (E)-3-(dimethylamino)-1-substititedphenylprop-2-en-1-ones (20a-d) General procedure: A mixture of an appropriate substituted acetophenone (0.1mol) and DMF-DMA (39.8mL, 0.3mol) was heated at 80°C for 8-12h and monitored by TLC. Upon cooling to room temperature of the reaction mixture, Et2O (40mL) and petroleum ether (120mL) were added and stirred for 0.5h, and then the precipitatewas collected by filtration and dried to give the corresponding (E)-3-(dimethylamino)-1-substititedphenylprop-2-en-1-one as yellow solids.
71%	With 1,1-dimethoxyethane In toluene for 4h; Reflux;	342.2 Step 2. Synthesis of (2E)-3-(Dimethylamino)-1-(4-fluorophenyl)-2-propen-1-one Step 2. Synthesis of (2E)-3-(Dimethylamino)-1-(4-fluorophenyl)-2-propen-1-one A solution of 1-(4-fluorophenyl)ethanone (0.875 mL, 7.24 mmol) in toluene (5.0 mL) and N,N-dimethylformamide dimethyl acetal (DIFDA, 1.35 mL, 10.1 mmol) were used to carry out the reaction. After the reaction was reflux for 4 h and work-up, the residue was purified by Isco Combi-Flash Companion column chromatography (0-60% ethyl acetate in n-hexane) to give (2E)-3-(dimethylamino)-1-(4-fluorophenyl)-2-propen-1-one (0.987 g, 71%). 1H NMR (CDCl3, 400 MHz) δ 7.91 (dd, 2H), 7.80 (d, 1H), 7.07 (dd, 2H), 5.67 (d, 1H), 3.15 (br s, 3H), 2.93 (br s, 3H).

Reference： [1]Zhou, Shuguang; Wang, Jinhu; Wang, Lili; Song, Chao; Chen, Kehao; Zhu, Jin [Angewandte Chemie - International Edition, 2016, vol. 55, # 32, p. 9384 - 9388][Angew. Chem., 2016, vol. 128, p. 9530 - 9534]
[2]Tang, Qidong; Zhao, Yanfang; Du, Xinming; Chong, Lian'E; Gong, Ping; Guo, Chun [European Journal of Medicinal Chemistry, 2013, vol. 69, p. 77 - 89]
[3]Current Patent Assignee: NATIONAL HEALTH RESEARCH INSTITUTES - US2017/253569, 2017, A1 Location in patent: Paragraph 0937-0938

33
[ 57004-60-1 ]
[ 138716-20-8 ]
[4-(4-fluoro-phenyl)-pyrimidin-2-yl]-(3-methoxy-phenyl)-amine [ No CAS ]

Reference： [1]MedChemComm,2014,vol. 5,p. 219 - 225

34
[ 5901-56-4 ]
[ 138716-20-8 ]
[ 1612217-65-8 ]

Yield	Reaction Conditions	Operation in experiment
	With sodium hydroxide In 2-methoxy-ethanol at 125℃; for 22h; Inert atmosphere;

Reference： [1]Yang, Hua-Lin; Fang, Fei; Zhao, Chang-Po; Li, Dong-Dong; Li, Jing-Ran; Sun, Jian; Du, Qian-Ru; Zhu, Hai-Liang [MedChemComm, 2014, vol. 5, # 2, p. 219 - 225]

35
[ 138716-20-8 ]
5-bromo-6-(4-fluorophenyl)-2-hydroxynicotinonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2 h / 105 °C 1.2: 0.25 h / 70 °C 2.1: N-Bromosuccinimide / tetrahydrofuran; methanol / 0.17 h / 20 °C

Reference： [1]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US2015/99777, 2015, A1

36
[ 138716-20-8 ]
5-bromo-6-(4-fluorophenyl)-2-isopropoxynicotinonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2 h / 105 °C 1.2: 0.25 h / 70 °C 2.1: N-Bromosuccinimide / tetrahydrofuran; methanol / 0.17 h / 20 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C

Reference： [1]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US2015/99777, 2015, A1

37
[ 138716-20-8 ]
methyl 5-bromo-6-(4-fluorophenyl)-2-isopropoxynicotinate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2 h / 105 °C 1.2: 0.25 h / 70 °C 2.1: N-Bromosuccinimide / tetrahydrofuran; methanol / 0.17 h / 20 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C 4.1: potassium hydroxide; water / ethanol / 100 °C 4.2: 0.5 h / 60 °C

Reference： [1]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US2015/99777, 2015, A1

38
[ 138716-20-8 ]
methyl 5-cyclopropyl-6-(4-fluorophenyl)-2-isopropoxynicotinate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2 h / 105 °C 1.2: 0.25 h / 70 °C 2.1: N-Bromosuccinimide / tetrahydrofuran; methanol / 0.17 h / 20 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C 4.1: potassium hydroxide; water / ethanol / 100 °C 4.2: 0.5 h / 60 °C 5.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate / water; toluene / 2 h / 100 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US2015/99777, 2015, A1

39
[ 138716-20-8 ]
5-cyclopropyl-6-(4-fluorophenyl)-2-isopropoxynicotinaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2 h / 105 °C 1.2: 0.25 h / 70 °C 2.1: N-Bromosuccinimide / tetrahydrofuran; methanol / 0.17 h / 20 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C 4.1: potassium hydroxide; water / ethanol / 100 °C 4.2: 0.5 h / 60 °C 5.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate / water; toluene / 2 h / 100 °C / Inert atmosphere 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / Cooling with ice; Inert atmosphere 6.2: 0.08 h 6.3: 1 h / 60 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US2015/99777, 2015, A1

40
[ 138716-20-8 ]
methyl 6-(1-((5-cyclopropyl-6-(4-fluorophenyl)-2-isopropoxypyridin-3-yl)methyl)piperidin-4-yl)-2-methyl-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridine-3-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 7 steps 1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2 h / 105 °C 1.2: 0.25 h / 70 °C 2.1: N-Bromosuccinimide / tetrahydrofuran; methanol / 0.17 h / 20 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C 4.1: potassium hydroxide; water / ethanol / 100 °C 4.2: 0.5 h / 60 °C 5.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate / water; toluene / 2 h / 100 °C / Inert atmosphere 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / Cooling with ice; Inert atmosphere 6.2: 0.08 h 6.3: 1 h / 60 °C / Inert atmosphere 7.1: formic acid / 0.5 h / 60 °C 7.2: 0.17 h / 20 °C 7.3: 2 h / 20 °C

Reference： [1]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US2015/99777, 2015, A1

41
[ 138716-20-8 ]
6-(1-((5-cyclopropyl-6-(4-fluorophenyl)-2-isopropoxypyridin-3-yl)methyl)piperidin-4-yl)-2-methyl-5-oxo-5,6,7,8-tetrahydro-1,6-naphthyridine-3-carboxylic acid [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 8 steps 1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2 h / 105 °C 1.2: 0.25 h / 70 °C 2.1: N-Bromosuccinimide / tetrahydrofuran; methanol / 0.17 h / 20 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C 4.1: potassium hydroxide; water / ethanol / 100 °C 4.2: 0.5 h / 60 °C 5.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate / water; toluene / 2 h / 100 °C / Inert atmosphere 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / Cooling with ice; Inert atmosphere 6.2: 0.08 h 6.3: 1 h / 60 °C / Inert atmosphere 7.1: formic acid / 0.5 h / 60 °C 7.2: 0.17 h / 20 °C 7.3: 2 h / 20 °C 8.1: sodium hydroxide; water / tetrahydrofuran; methanol / 1 h / 50 °C

Reference： [1]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US2015/99777, 2015, A1

42
[ 138716-20-8 ]
5-bromo-2-ethoxy-6-(4-fluorophenyl)nicotinonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2 h / 105 °C 1.2: 0.25 h / 70 °C 2.1: N-Bromosuccinimide / tetrahydrofuran; methanol / 0.17 h / 20 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C

Reference： [1]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US2015/99777, 2015, A1

43
[ 138716-20-8 ]
ethyl 5-bromo-2-ethoxy-6-(4-fluorophenyl)nicotinate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 4 steps 1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2 h / 105 °C 1.2: 0.25 h / 70 °C 2.1: N-Bromosuccinimide / tetrahydrofuran; methanol / 0.17 h / 20 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C 4.1: potassium hydroxide; water / tetrahydrofuran; ethanol / 100 °C 4.2: 0.5 h / 60 °C

Reference： [1]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US2015/99777, 2015, A1

44
[ 138716-20-8 ]
ethyl 5-cyclopropyl-2-ethoxy-6-(4-fluorophenyl)nicotinate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 5 steps 1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2 h / 105 °C 1.2: 0.25 h / 70 °C 2.1: N-Bromosuccinimide / tetrahydrofuran; methanol / 0.17 h / 20 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C 4.1: potassium hydroxide; water / tetrahydrofuran; ethanol / 100 °C 4.2: 0.5 h / 60 °C 5.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate / water; toluene / 2 h / 100 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US2015/99777, 2015, A1

45
[ 138716-20-8 ]
5-cyclopropyl-2-ethoxy-6-(4-fluorophenyl)nicotinaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 6 steps 1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 2 h / 105 °C 1.2: 0.25 h / 70 °C 2.1: N-Bromosuccinimide / tetrahydrofuran; methanol / 0.17 h / 20 °C 3.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 80 °C 4.1: potassium hydroxide; water / tetrahydrofuran; ethanol / 100 °C 4.2: 0.5 h / 60 °C 5.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate / water; toluene / 2 h / 100 °C / Inert atmosphere 6.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / Inert atmosphere; Cooling with ice 6.2: 0.08 h 6.3: 1 h / 60 °C / Inert atmosphere

Reference： [1]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US2015/99777, 2015, A1

46
[ 138716-20-8 ]
[ 107-91-5 ]
6-(4-fluorophenyl)-2-hydroxynicotinonitrile [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Stage #1: (E)-3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one; cyanoacetic acid amide With sodium hydride In N,N-dimethyl-formamide; mineral oil at 105℃; for 2h; Stage #2: With acetic acid In water at 70℃; for 0.25h;	6.A A) 6-(4-Fluorophenyl)-2-hydroxynicotinonitrile 2-Cyanoacetamide (4.31 g) and 3-(dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one (9.00 g) were added in this order to a mixture of sodium hydride (60% oil, 4.10 g) and DMF (90 mL), and the resultant mixture was stirred at 105° C. for 2 hours. The solvent was distilled off. Water was added to the obtained residue, and then, the mixture was rendered acidic by the addition of acetic acid and stirred at 70° C. for 15 minutes. Methanol was added to the reaction mixture for suspension, and the deposited solid was washed with ethyl acetate to obtain the title compound (9.98 g). 1H NMR (300 MHz, DMSO-d6) δ 6.78 (1H, d, J=7.2 Hz), 7.38 (2H, t, J=8.9 Hz), 7.89 (2H, dd, J=8.8, 5.4 Hz), 8.19 (1H, d, J=7.6 Hz).

Reference： [1]Current Patent Assignee: TAKEDA PHARMACEUTICAL COMPANY LIMITED - US2015/99777, 2015, A1 Location in patent: Paragraph 0355; 0356; 0357

47
[ 126-81-8 ]
[ 138716-20-8 ]
6-(4-fluorophenyl)-3,3,9,9-tetramethyl-3,4,8,9,10,12-hexahydro-1H-6,12-methanodibenzo[d,g][1,3]dioxocine-1,11(2H)-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With acetic acid for 8h; Reflux;

Reference： [1]Bingi, Chiranjeevi; Kale, Ashok; Nanubolu, Jagadeesh Babu; Atmakur, Krishnaiah [RSC Advances, 2015, vol. 5, # 129, p. 106860 - 106867]

48
[ 138716-20-8 ]
5-((4-(4-fluorophenyl)pyrimidin-2-yl)amino)-1-methyl-1H-indole-3-carbaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: butan-1-ol / 12 h / Reflux 2: copper(l) iodide; caesium carbonate; N,N`-dimethylethylenediamine / 1,4-dioxane / 20 h / 80 °C / Inert atmosphere

Reference： [1]Prajapti, Santosh Kumar; Nagarsenkar, Atulya; Guggilapu, Sravanthi Devi; Gupta, Keshav Kumar; Allakonda, Lingesh; Jeengar, Manish Kumar; Naidu; Babu, Bathini Nagendra [Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 13, p. 3024 - 3028]

49
[ 138716-20-8 ]
(E)-3-((5-((4-(4-fluorophenyl)pyrimidin-2-yl)amino)-1-methyl-1H-indol-3-yl)methylene)indolin-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: butan-1-ol / 12 h / Reflux 2: copper(l) iodide; caesium carbonate; N,N`-dimethylethylenediamine / 1,4-dioxane / 20 h / 80 °C / Inert atmosphere 3: piperidine / ethanol / 6 h / Reflux

Reference： [1]Prajapti, Santosh Kumar; Nagarsenkar, Atulya; Guggilapu, Sravanthi Devi; Gupta, Keshav Kumar; Allakonda, Lingesh; Jeengar, Manish Kumar; Naidu; Babu, Bathini Nagendra [Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 13, p. 3024 - 3028]

50
[ 506-93-4 ]
[ 138716-20-8 ]
4-(4-fluorophenyl)pyrimidine-2-amine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
94%	In butan-1-ol for 12h; Reflux;	General experimental procedure for synthesis of aminopyrimidines (6) General procedure: A mixture of compound 5 (1 mmol), guanidine nitrate (2 mmol), anhydrous K2CO3 (5 mmol) in n-butanol (10 ml) was refluxed for 12 h. After cooling, the solution was poured into H2O (30 ml) and then extracted with ethyl acetate (3x20 ml). The combined organic layer was concentrated in vacuo and then purified by recrystallisation with diethyl ether.

Reference： [1]Prajapti, Santosh Kumar; Nagarsenkar, Atulya; Guggilapu, Sravanthi Devi; Gupta, Keshav Kumar; Allakonda, Lingesh; Jeengar, Manish Kumar; Naidu; Babu, Bathini Nagendra [Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 13, p. 3024 - 3028]

51
[ 138716-20-8 ]
(Z)-6-(4-fluorophenyl)-2-methyl-N'-(1-methyl-2-oxoindolin-3-ylidene)nicotinohydrazide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 3 steps 1: acetic acid; ammonium acetate / Reflux 2: hydrazine hydrate / Reflux 3: acetic acid / ethanol / Reflux

Reference： [1]Deng, Chang-Bo; Li, Juan; Li, Lu-Yi; Sun, Feng-Jie [Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 13, p. 3195 - 3201]

52
[ 108-98-5 ]
[ 138716-20-8 ]
(Z)-3-(dimethylamino)-1-(4-fluorophenyl)-2-(phenylthio)prop-2-en-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
73%	With oxygen; copper diacetate; palladium diacetate; 1,4-di(diphenylphosphino)-butane In acetonitrile at 75℃; Schlenk technique; Inert atmosphere;

Reference： [1]Jiang, Yaojia; Liang, Gaohui; Zhang, Cong; Loh, Teck-Peng [European Journal of Organic Chemistry, 2016, vol. 2016, # 20, p. 3326 - 3330]

53
[ 138716-20-8 ]
[ 501-65-5 ]
6-fluoro-1-hydroxy-3,4-diphenyl-2-naphthaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
66%	With silver(I) hexafluorophosphate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; silver(I) acetate; acetic acid In water; 1,2-dichloro-ethane at 80℃; for 12h; Sealed tube;

Reference： [1]Zhou, Shuguang; Wang, Jinhu; Wang, Lili; Song, Chao; Chen, Kehao; Zhu, Jin [Angewandte Chemie - International Edition, 2016, vol. 55, # 32, p. 9384 - 9388][Angew. Chem., 2016, vol. 128, p. 9530 - 9534]

54
[ 2009-97-4 ]
[ 138716-20-8 ]
ethyl 7-fluoro-3-formyl-4-hydroxy-2-methyl-1-naphthoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With silver(I) hexafluorophosphate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; 2,2-dimethylbutyric acid In water; 1,2-dichloro-ethane at 60℃; for 12h; Sealed tube;

Reference： [1]Zhou, Shuguang; Wang, Jinhu; Wang, Lili; Song, Chao; Chen, Kehao; Zhu, Jin [Angewandte Chemie - International Edition, 2016, vol. 55, # 32, p. 9384 - 9388][Angew. Chem., 2016, vol. 128, p. 9530 - 9534]

55
[ 934-32-7 ]
[ 138716-20-8 ]
4-(4-fluorophenyl)pyrimido[1,2-a]benzimidazole [ No CAS ]
C₁₆H₁₀FN₃ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
1: 14.68% 2: 14.68%	With acetic acid for 2h;	Synthesis of T717 asid T718 Combined 2-aminobenzimidazole (0.345 g, 2.59 mmol) and ( E ) - 1 -(4-bromophenyl)-3-(dimethylamino)prop-2-en-1-one (0.5 g, 2.59 mmol) in Acetic Acid (Volume: 12 ml). Fleated the reaction for 2 hours. Let the reaction cool to room temperature. Concentrated and diluted with water. Filtered and dried solid.. Diluted, and purifled by prepHPLC to afford T717 (0.1 g, 0.380 mmol, 14.68 % yield)

Reference： [1]Current Patent Assignee: ELI LILLY & CO - CN102985411, 2016, B Location in patent: Paragraph 1222-1224

56
[ 138716-20-8 ]
[ 134469-07-1 ]
benzo[4,5]imidazo[2,1-b]thiazol-2-yl(4-fluorophenyl)methanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	With iodine In acetic acid at 20℃; for 2h; regioselective reaction;

Reference： [1]Ambethkar, Sethurajan; Vellimalai, Muthalu; Padmini, Vediappen; Bhuvanesh, Nattamai [New Journal of Chemistry, 2016, vol. 41, # 1, p. 75 - 80]

57
[ 138716-20-8 ]
[ 86-93-1 ]
(Z)-3-(dimethylamino)-1-(4-fluorophenyl)-2-[(1-phenyl-1H-tetrazol-5-yl)thio]prop-2-en-1-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
78%	With iodine In dimethyl sulfoxide at 80℃; for 1h;

Reference： [1]Siddaraju, Yogesh; Prabhu, Kandikere Ramaiah [Journal of Organic Chemistry, 2017, vol. 82, # 6, p. 3084 - 3093]

58
[ 138716-20-8 ]
4-(4-fluorophenyl)-7-methyl-2-4-tolyl-2H-pyrazolo[3,4-d]pyridazine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: triethylamine / benzene / 0.33 h / 85 °C / 12901.3 Torr / Microwave irradiation 2: hydrazine hydrate / ethanol / 120 °C / 12901.3 Torr / Microwave irradiation

Reference： [1]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]

59
[ 138716-20-8 ]
4-(4-fluorophenyl)-7-methyl-2-m-tolyl-2H-pyrazolo[3,4-d]pyridazine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: triethylamine / benzene / 0.33 h / 85 °C / 12901.3 Torr / Microwave irradiation 2: hydrazine hydrate / ethanol / 120 °C / 12901.3 Torr / Microwave irradiation

Reference： [1]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]

60
[ 138716-20-8 ]
2-(3-chlorophenyl)-4-(4-fluorophenyl)-7-methyl-2H-pyrazolo[3,4-d]pyridazine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: triethylamine / benzene / 0.33 h / 85 °C / 12901.3 Torr / Microwave irradiation 2: hydrazine hydrate / ethanol / 120 °C / 12901.3 Torr / Microwave irradiation

Reference： [1]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]

61
[ 138716-20-8 ]
2-(3-bromophenyl)-4-(4-fluorophenyl)-7-methyl-2H-pyrazolo[3,4-d]pyridazine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: triethylamine / benzene / 0.33 h / 85 °C / 12901.3 Torr / Microwave irradiation 2: hydrazine hydrate / ethanol / 120 °C / 12901.3 Torr / Microwave irradiation

Reference： [1]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]

62
[ 138716-20-8 ]
4-(4-fluorophenyl)-2-(3-methoxyphenyl)-7-methyl-2H-pyrazolo[3,4-d]pyridazine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: triethylamine / benzene / 0.33 h / 85 °C / 12901.3 Torr / Microwave irradiation 2: hydrazine hydrate / ethanol / 120 °C / 12901.3 Torr / Microwave irradiation

Reference： [1]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]

63
[ 138716-20-8 ]
4-(4-fluorophenyl)-2-(4-methoxyphenyl)-2H-pyrazolo[3,4-d]pyridazin-7(6H)-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: triethylamine / benzene / 0.33 h / 85 °C / 12901.3 Torr / Microwave irradiation 2: hydrazine hydrate / ethanol / 120 °C / 12901.3 Torr / Microwave irradiation

Reference： [1]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]

64
[ 138716-20-8 ]
[ 27143-07-3 ]
ethyl 4-(4-fluorobenzoyl)-1-(4-methoxyphenyl)-1H-pyrazole-3-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In benzene; at 85℃; under 12901.3 Torr; for 0.333333h;Microwave irradiation;	General procedure: To a mixture of 1-(4-fluorophenyl)-3-(dimethylamino)prop-2-en-1-one (3) (2 mmol)and the appropriate hydrazonyl chloride 4a-i or 11 (2 mmol), inbenzene (20 mL), an equivalent amount of triethylamine wasadded. The reaction mixture was mixed in a HP-500 Plus processvessel. The vessel was capped properly and irradiated by microwavesunder pressurized conditions (600 W, 17.2 bar, 85 C) for agiven time (followed by TLC). The solvent was distilled off underreduced pressure then the residual brown viscous liquid was takenin methanol and purified through a flash column of silica gel withethyl acetate as an eluent. Evaporation of the solvent under reducedpressure afforded a pure solid, dried and finally recrystallized fromheptane or hexane to afford corresponding pyrazole derivatives.The physical and spectral data of the synthesized compound arelisted below.

Reference： [1]Journal of Molecular Structure,2017,vol. 1142,p. 122 - 129

65
[ 138716-20-8 ]
[ 56886-07-8 ]
4-(4-fluorobenzoyl)-1-(1-(4-methoxyphenyl)-1H-pyrazol-3-yl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	With triethylamine In benzene at 85℃; for 0.333333h; Microwave irradiation;	1 Microwave method General procedure: To a mixture of 1-(4-fluorophenyl)-3-(dimethylamino)prop-2-en-1-one (3) (2 mmol)and the appropriate hydrazonyl chloride 4a-i or 11 (2 mmol), inbenzene (20 mL), an equivalent amount of triethylamine wasadded. The reaction mixture was mixed in a HP-500 Plus processvessel. The vessel was capped properly and irradiated by microwavesunder pressurized conditions (600 W, 17.2 bar, 85 C) for agiven time (followed by TLC). The solvent was distilled off underreduced pressure then the residual brown viscous liquid was takenin methanol and purified through a flash column of silica gel withethyl acetate as an eluent. Evaporation of the solvent under reducedpressure afforded a pure solid, dried and finally recrystallized fromheptane or hexane to afford corresponding pyrazole derivatives.The physical and spectral data of the synthesized compound arelisted below.

Reference： [1]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]

66
1-chloro-1-(p-tolylhydrazone)propanone [ No CAS ]
[ 138716-20-8 ]
4-(4-fluorobenzoyl)-1-(1-(4-tolyl)-1H-pyrazol-3-yl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%	With triethylamine In benzene at 85℃; for 0.333333h; Microwave irradiation;	2 General procedure: To a mixture of 1-(4-fluorophenyl)-3-(dimethylamino)prop-2-en-1-one (3) (2 mmol)and the appropriate hydrazonyl chloride 4a-i or 11 (2 mmol), inbenzene (20 mL), an equivalent amount of triethylamine wasadded. The reaction mixture was mixed in a HP-500 Plus processvessel. The vessel was capped properly and irradiated by microwavesunder pressurized conditions (600 W, 17.2 bar, 85 C) for agiven time (followed by TLC). The solvent was distilled off underreduced pressure then the residual brown viscous liquid was takenin methanol and purified through a flash column of silica gel withethyl acetate as an eluent. Evaporation of the solvent under reducedpressure afforded a pure solid, dried and finally recrystallized fromheptane or hexane to afford corresponding pyrazole derivatives.The physical and spectral data of the synthesized compound arelisted below.

Reference： [1]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]

67
[ 18247-80-8 ]
[ 138716-20-8 ]
4-(4-fluorobenzoyl)-1-(1-(4-nitrophenyl)-1H-pyrazol-3-yl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
76%	With triethylamine In benzene at 85℃; for 0.333333h; Microwave irradiation;	3 General procedure: To a mixture of 1-(4-fluorophenyl)-3-(dimethylamino)prop-2-en-1-one (3) (2 mmol)and the appropriate hydrazonyl chloride 4a-i or 11 (2 mmol), inbenzene (20 mL), an equivalent amount of triethylamine wasadded. The reaction mixture was mixed in a HP-500 Plus processvessel. The vessel was capped properly and irradiated by microwavesunder pressurized conditions (600 W, 17.2 bar, 85 C) for agiven time (followed by TLC). The solvent was distilled off underreduced pressure then the residual brown viscous liquid was takenin methanol and purified through a flash column of silica gel withethyl acetate as an eluent. Evaporation of the solvent under reducedpressure afforded a pure solid, dried and finally recrystallized fromheptane or hexane to afford corresponding pyrazole derivatives.The physical and spectral data of the synthesized compound arelisted below.

Reference： [1]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]

68
C₉H₈BrClN₂O [ No CAS ]
[ 138716-20-8 ]
1-(1-(3-bromophenyl)-4-(4-fluorobenzoyl)-1H-pyrazol-3-yl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With triethylamine In benzene at 85℃; for 0.333333h; Microwave irradiation;	4 General procedure: To a mixture of 1-(4-fluorophenyl)-3-(dimethylamino)prop-2-en-1-one (3) (2 mmol)and the appropriate hydrazonyl chloride 4a-i or 11 (2 mmol), inbenzene (20 mL), an equivalent amount of triethylamine wasadded. The reaction mixture was mixed in a HP-500 Plus processvessel. The vessel was capped properly and irradiated by microwavesunder pressurized conditions (600 W, 17.2 bar, 85 C) for agiven time (followed by TLC). The solvent was distilled off underreduced pressure then the residual brown viscous liquid was takenin methanol and purified through a flash column of silica gel withethyl acetate as an eluent. Evaporation of the solvent under reducedpressure afforded a pure solid, dried and finally recrystallized fromheptane or hexane to afford corresponding pyrazole derivatives.The physical and spectral data of the synthesized compound arelisted below.

Reference： [1]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]

69
[ 77722-20-4 ]
[ 138716-20-8 ]
4-(4-fluorobenzoyl)-1-(1-(3-tolyl)-1H-pyrazol-3-yl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
85%	With triethylamine In benzene at 85℃; for 0.333333h; Microwave irradiation;	5 General procedure: To a mixture of 1-(4-fluorophenyl)-3-(dimethylamino)prop-2-en-1-one (3) (2 mmol)and the appropriate hydrazonyl chloride 4a-i or 11 (2 mmol), inbenzene (20 mL), an equivalent amount of triethylamine wasadded. The reaction mixture was mixed in a HP-500 Plus processvessel. The vessel was capped properly and irradiated by microwavesunder pressurized conditions (600 W, 17.2 bar, 85 C) for agiven time (followed by TLC). The solvent was distilled off underreduced pressure then the residual brown viscous liquid was takenin methanol and purified through a flash column of silica gel withethyl acetate as an eluent. Evaporation of the solvent under reducedpressure afforded a pure solid, dried and finally recrystallized fromheptane or hexane to afford corresponding pyrazole derivatives.The physical and spectral data of the synthesized compound arelisted below.

Reference： [1]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]

70
C₁₀H₁₁ClN₂O₂ [ No CAS ]
[ 138716-20-8 ]
4-(4-fluorobenzoyl)-1-(1-(3-methoxyphenyl)-1H-pyrazol-3-yl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
88%	With triethylamine In benzene at 85℃; for 0.333333h; Microwave irradiation;	6 General procedure: To a mixture of 1-(4-fluorophenyl)-3-(dimethylamino)prop-2-en-1-one (3) (2 mmol)and the appropriate hydrazonyl chloride 4a-i or 11 (2 mmol), inbenzene (20 mL), an equivalent amount of triethylamine wasadded. The reaction mixture was mixed in a HP-500 Plus processvessel. The vessel was capped properly and irradiated by microwavesunder pressurized conditions (600 W, 17.2 bar, 85 C) for agiven time (followed by TLC). The solvent was distilled off underreduced pressure then the residual brown viscous liquid was takenin methanol and purified through a flash column of silica gel withethyl acetate as an eluent. Evaporation of the solvent under reducedpressure afforded a pure solid, dried and finally recrystallized fromheptane or hexane to afford corresponding pyrazole derivatives.The physical and spectral data of the synthesized compound arelisted below.

Reference： [1]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]

71
[ 39250-16-3 ]
[ 138716-20-8 ]
1-(1-(3-chlorophenyl)-4-(4-fluorobenzoyl)-1H-pyrazol-3-yl)ethanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	With triethylamine In benzene at 85℃; for 0.333333h; Microwave irradiation;	7 General procedure: To a mixture of 1-(4-fluorophenyl)-3-(dimethylamino)prop-2-en-1-one (3) (2 mmol)and the appropriate hydrazonyl chloride 4a-i or 11 (2 mmol), inbenzene (20 mL), an equivalent amount of triethylamine wasadded. The reaction mixture was mixed in a HP-500 Plus processvessel. The vessel was capped properly and irradiated by microwavesunder pressurized conditions (600 W, 17.2 bar, 85 C) for agiven time (followed by TLC). The solvent was distilled off underreduced pressure then the residual brown viscous liquid was takenin methanol and purified through a flash column of silica gel withethyl acetate as an eluent. Evaporation of the solvent under reducedpressure afforded a pure solid, dried and finally recrystallized fromheptane or hexane to afford corresponding pyrazole derivatives.The physical and spectral data of the synthesized compound arelisted below.

Reference： [1]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]

72
[ 138716-20-8 ]
2-anilino-2-oxo-N-phenylethanehydrazonoyl chloride [ No CAS ]
4-(4-fluorobenzoyl)-N,1-diphenyl-1H-pyrazole-3-carboxamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
71%	With triethylamine In benzene at 85℃; for 0.333333h; Microwave irradiation;	8 General procedure: To a mixture of 1-(4-fluorophenyl)-3-(dimethylamino)prop-2-en-1-one (3) (2 mmol)and the appropriate hydrazonyl chloride 4a-i or 11 (2 mmol), inbenzene (20 mL), an equivalent amount of triethylamine wasadded. The reaction mixture was mixed in a HP-500 Plus processvessel. The vessel was capped properly and irradiated by microwavesunder pressurized conditions (600 W, 17.2 bar, 85 C) for agiven time (followed by TLC). The solvent was distilled off underreduced pressure then the residual brown viscous liquid was takenin methanol and purified through a flash column of silica gel withethyl acetate as an eluent. Evaporation of the solvent under reducedpressure afforded a pure solid, dried and finally recrystallized fromheptane or hexane to afford corresponding pyrazole derivatives.The physical and spectral data of the synthesized compound arelisted below.

Reference： [1]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]

73
C₁₅H₁₂Cl₂N₂O [ No CAS ]
[ 138716-20-8 ]
(3-(4-chlorobenzoyl)-1-p-tolyl-1H-pyrazol-4-yl)(4-fluorophenyl)methanone [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%	With triethylamine In benzene at 85℃; for 0.333333h; Microwave irradiation;	9 General procedure: To a mixture of 1-(4-fluorophenyl)-3-(dimethylamino)prop-2-en-1-one (3) (2 mmol)and the appropriate hydrazonyl chloride 4a-i or 11 (2 mmol), inbenzene (20 mL), an equivalent amount of triethylamine wasadded. The reaction mixture was mixed in a HP-500 Plus processvessel. The vessel was capped properly and irradiated by microwavesunder pressurized conditions (600 W, 17.2 bar, 85 C) for agiven time (followed by TLC). The solvent was distilled off underreduced pressure then the residual brown viscous liquid was takenin methanol and purified through a flash column of silica gel withethyl acetate as an eluent. Evaporation of the solvent under reducedpressure afforded a pure solid, dried and finally recrystallized fromheptane or hexane to afford corresponding pyrazole derivatives.The physical and spectral data of the synthesized compound arelisted below.

Reference： [1]Althagafi, Ismail I.; Shaaban, Mohamed R. [Journal of Molecular Structure, 2017, vol. 1142, p. 122 - 129]

74
[ 138716-20-8 ]
[ 183057-60-5 ]

Yield	Reaction Conditions	Operation in experiment
	Multi-step reaction with 2 steps 1: silver tetrafluoroborate; carbonyl(pentamethylcyclopentadienyl)cobalt diiodide / 12 h / 80 °C / Inert atmosphere; Sealed tube 2: trimethylsilyl trifluoromethanesulfonate; N-Methyldicyclohexylamine / dichloromethane / 2 h / 0 - 20 °C / Sealed tube; Inert atmosphere

Reference： [1]Shi, Pengfei; Wang, Lili; Chen, Kehao; Wang, Jie; Zhu, Jin [Organic Letters, 2017, vol. 19, # 9, p. 2418 - 2421]

75
[ 138716-20-8 ]
[ 19226-36-9 ]
(E)-N-(2-(3-(dimethylamino)acryloyl)-5-fluorophenyl)benzamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%	With silver tetrafluoroborate; carbonyl(pentamethylcyclopentadienyl)cobalt diiodide at 80℃; for 12h; Inert atmosphere; Sealed tube;

Reference： [1]Shi, Pengfei; Wang, Lili; Chen, Kehao; Wang, Jie; Zhu, Jin [Organic Letters, 2017, vol. 19, # 9, p. 2418 - 2421]

76
3-ethyl-1,4,2-dioxazole-5-one [ No CAS ]
[ 138716-20-8 ]
(E)-N-(2-(3-(dimethylamino)acryloyl)-5-fluorophenyl)propionamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
93%	With silver tetrafluoroborate; carbonyl(pentamethylcyclopentadienyl)cobalt diiodide at 80℃; for 12h; Inert atmosphere; Sealed tube;

Reference： [1]Shi, Pengfei; Wang, Lili; Chen, Kehao; Wang, Jie; Zhu, Jin [Organic Letters, 2017, vol. 19, # 9, p. 2418 - 2421]

77
[ 126-81-8 ]
[ 138716-20-8 ]
C₂₅H₂₉FO₅ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In ethanol for 5h; Reflux;	General procedure for the synthesis tricyclic spiro dihydrofurans (4) General procedure: To a round-bottomed flask equipped with a reflux condenser and stopper was added β-ketoenaminone such as (E)-3-(dimethylamino)-1-aryl prop-2-en-1-one derivatives (1, 2.85 mmol), dimedone (2, 5.71 mmol), ethanol (10 mL) and was heated to reflux while stirring. After refluxing reaction mixture for 5-6 h, the homogenous mass was allowed to come down to room temperature and to this was added NCS (2.7 mmol) and continued stirring at RT open to air for 1 h. After completion of reaction as indicated by TLC, the separated solid was filtered, washed with water (2 x 5 mL) followed by hexane (2 x 5 mL), and was purified by flash column chromatography to get pure products 4.

Reference： [1]Bingi, Chiranjeevi; Kale, Ashok; Nanubolu, Jagadeesh Babu; Atmakur, Krishnaiah [Synthetic Communications, 2017, vol. 47, # 14, p. 1332 - 1339]

78
[ 1431878-47-5 ]
[ 138716-20-8 ]
methyl 4-[5-(4-fluorophenyl)-1H-pyrazol-1-yl]-3-methylbenzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
99%	With sodium carbonate; acetic acid In methanol; water at 135℃; for 2h;	342.3 Step 3. Synthesis of methyl 4-[5-(4-fluorophenyl)-1H-pyrazol-1-yl]-3-methylbenzoate Step 3. Synthesis of methyl 4-[5-(4-fluorophenyl)-1H-pyrazol-1-yl]-3-methylbenzoate A solution of 2-(E)-3-(Dimethylamino)-1-(4-fluorophenyl)prop-2-en-1-one (24.0 mg, 0.130 mmol) in MeOH (5.0 mL) and water (1.0 mL), methyl 4-hydrazinyl-3-methylbenzoate hydrochloride (30.0 mg, 0.140 mmol) and sodium carbonate (9.00 mg, 0.0900 mmol) were added and then to the above mixture, acetic acid was added to adjust the pH value to above 4. After the reaction mixture was stirred at 135° C. for 2 h and work-up, the residue was purified by Isco Combi-Flash Companion column chromatography (0-5% MeOH in CH2Cl2) to give methyl 4-[5-(4-fluorophenyl)-1H-pyrazol-1-yl]-3-methylbenzoate (38.0 mg, 99%) as a white solid. 1H NMR (CDCl3, 400 MHz) δ 7.94 (s, 1H), 7.89 (d, 1H), 7.74 (s, 1H), 7.28 (d, 1H), 7.13-7.08 (m, 2H), 6.96-6.90 (m, 2H), 6.53 (s, 1H), 3.92 (s, 3H), 2.02 (s, 3H). LC-MS (ESI) m/z 311.1 [M+H]+.

Reference： [1]Current Patent Assignee: NATIONAL HEALTH RESEARCH INSTITUTES - US2017/253569, 2017, A1 Location in patent: Paragraph 0939-0940

79
[ 4545-21-5 ]
[ 138716-20-8 ]
4-(4-fluorophenyl)-2-methyl-4-oxo-2-phenylbutanal [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
90%	With copper hydroxide; potassium carbonate In toluene at 80℃; for 24h; Inert atmosphere; Schlenk technique; regioselective reaction;

Reference： [1]Ni, Meiyan; Zhang, Jianguo; Liang, Xiaoyu; Jiang, Yaojia; Loh, Teck-Peng [Chemical Communications, 2017, vol. 53, # 91, p. 12286 - 12289]

80
[ 3240-34-4 ]
[ 138716-20-8 ]
1-(dimethylamino)-3-(4-fluorophenyl)-3-oxoprop-1-en-2-yl acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%	In 2,2,2-trifluoroethanol at 20℃;

Reference： [1]Wang, Fei; Sun, Wangbing; Wang, Yixin; Jiang, Yaojia; Loh, Teck-Peng [Organic Letters, 2018, vol. 20, # 4, p. 1256 - 1260]

81
[ 3240-34-4 ]
[ 138716-20-8 ]
3-(dimethylamino)-1-(4-fluorophenyl)-3-oxoprop-1-en-1-yl acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	In water; acetonitrile at 20℃;

Reference： [1]Wang, Fei; Sun, Wangbing; Wang, Yixin; Jiang, Yaojia; Loh, Teck-Peng [Organic Letters, 2018, vol. 20, # 4, p. 1256 - 1260]

82
[ 17507-56-1 ]
[ 138716-20-8 ]
ethyl (E)-2-(diethoxyphosphoryl)-2-(2-(3-(dimethylamino)acryloyl)-5-fluorophenyl) acetate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
98%	With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; potassium acetate at 20℃; for 8h; Glovebox;

Reference： [1]Song, Chao; Yang, Chen; Zeng, Hua; Zhang, Wenjing; Guo, Shan; Zhu, Jin [Organic Letters, 2018, vol. 20, # 13, p. 3819 - 3823]

83
[ 3377-92-2 ]
[ 138716-20-8 ]
4-(dimethylamino)-7-fluoro-1-naphthaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
71%	With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; potassium acetate; copper diacetate; lithium hydroxide In 1,2-dichloro-ethane at 125℃; for 72h; Inert atmosphere; Molecular sieve; Sealed tube; Schlenk technique;
71%	With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; potassium acetate; copper diacetate; lithium hydroxide In 1,2-dichloro-ethane at 125℃; for 72h; Molecular sieve; Inert atmosphere; Schlenk technique; Sealed tube;

Reference： [1]Liang, Gaohui; Rong, Jiaxin; Sun, Wangbin; Chen, Gengjia; Jiang, Yaojia; Loh, Teck-Peng [Organic Letters, 2018]
[2]Liang, Gaohui; Rong, Jiaxin; Sun, Wangbin; Chen, Gengjia; Jiang, Yaojia; Loh, Teck-Peng [Organic Letters, 2018, vol. 20, # 22, p. 7326 - 7331]

84
[ 20718-17-6 ]
[ 138716-20-8 ]
6-fluoro-1-hydroxy-3-phenyl-2-naphthaldehyde [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
82%	With silver hexafluoroantimonate; dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; acetic acid In 1,2-dichloro-ethane at 90℃; for 12h; Sealed tube; Schlenk technique;	2.3 Annulation toward 1-hydroxy-3-phenyl-2-naphthaldehyde General procedure: A 20 mL of Schlenk tube equipped with a stir bar was charged with substituted (E)-3-(dimethylamino)-1-phenylprop-2-en-1-one 1a (0.1 mmol, 1.0 equiv.), dimethyloxosulfonium benzoylmethylide (0.15 mmol, 1.5 equiv.), [Cp*RhCl2]2 (6.2 mg, 5 mol %), AgSbF6 (13.7 mg, 20 mol %), HOAc (0.5 mmol, 5.0 equiv.) and DCE (2.0 mL). The tube was sealed with a PTFE cap. The reaction mixture was stirred at 90 °C for 12 h under air in an oil bath. After the completion of the reaction, the mixture was then allowed to warm to room temperature. The aqueous layer was extracted with EtOAc (3 x 5 mL), washed with brine (5 mL) and dried over MgSO4, and the residue was purified by flash column chromatography on silica gel with petroleum ether-EtOAc (V1/V2, 50:1) as the eluent to give the desired products.

Reference： [1]Wang, Zhenlian; Xu, Huang [Tetrahedron Letters, 2019, vol. 60, # 9, p. 664 - 667]

85
N-(diaminomethylene)-4-(1-methyl-2,4-dioxo-1,2-dihydroquinazolin-3(4H)-yl)benzenesulfonamide [ No CAS ]
[ 138716-20-8 ]
3-(4-((4-(4-fluorophenyl)-2-imino-1,3,5-triazin-1(2H)-yl)sulfonyl)phenyl)-1-methylquinazoline-2,4(1H,3H)-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
96%	In ethanol; N,N-dimethyl-formamide Reflux;

Reference： [1]Al-Romaizan, Abeer N.; Ahmed, Nesreen S.; Elfeky, Sherin M. [Journal of Chemistry, 2019, vol. 2019]

86
6-hydrazinyl-3-phenylquinazoline-2,4(1H,3H)-dione [ No CAS ]
[ 138716-20-8 ]
6-(3-(4-fluorophenyl)-1H-1,2,4-triazol-1-yl)-3-phenylquinazoline-2,4(1H,3H)-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
96%	In ethanol for 24h; Reflux;

Reference： [1]Al-Romaizan, Abeer N.; Ahmed, Nesreen S.; Elfeky, Sherin M. [Journal of Chemistry, 2019, vol. 2019]

87
1-(2,4-dioxo-3-phenyl-1,2,3,4-tetrahydroquinazolin-6-yl)thiourea [ No CAS ]
[ 138716-20-8 ]
6-(4-(4-fluorophenyl)-2-thioxo-1,3,5-triazin-1(2H)-yl)-3-phenylquinazoline-2,4(1H,3H)-dione [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	In ethanol for 24h; Reflux;

Reference： [1]Al-Romaizan, Abeer N.; Ahmed, Nesreen S.; Elfeky, Sherin M. [Journal of Chemistry, 2019, vol. 2019]

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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CAS No. :	138716-20-8	MDL No. :	MFCD00111509
Formula :	C₁₁H₁₂FNO	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	GTJNUCRUOWBWEW-BQYQJAHWSA-N
M.W :	193.22	Pubchem ID :	5374477
Synonyms :

Num. heavy atoms :	14
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.18
Num. rotatable bonds :	3
Num. H-bond acceptors :	2.0
Num. H-bond donors :	0.0
Molar Refractivity :	53.44
TPSA :	20.31 Å²

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.01 cm/s

Log Po/w (iLOGP) :	2.32
Log Po/w (XLOGP3) :	2.07
Log Po/w (WLOGP) :	2.5
Log Po/w (MLOGP) :	2.09
Log Po/w (SILICOS-IT) :	2.23
Consensus Log Po/w :	2.24

[ CAS No. 138716-20-8 ] {[proInfo.proName]}

Quality Control of [ 138716-20-8 ]

Related Doc. of [ 138716-20-8 ]

Product Details of [ 138716-20-8 ]

Calculated chemistry of [ 138716-20-8 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 138716-20-8 ]

Application In Synthesis of [ 138716-20-8 ]

[ 138716-20-8 ] Synthesis Path-Downstream 1~87

Related Functional Groups of
[ 138716-20-8 ]

Aryls

Alkenes

Ketones

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 :	1.0
Bioavailability Score :	0.55

Log S (ESOL) :	-2.46
Solubility :	0.668 mg/ml ; 0.00346 mol/l
Class :	Soluble
Log S (Ali) :	-2.13
Solubility :	1.45 mg/ml ; 0.00749 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-2.83
Solubility :	0.286 mg/ml ; 0.00148 mol/l
Class :	Soluble

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.06

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P264-P271-P280-P302+P352-P304+P340+P312-P305+P351+P338-P332+P313-P337+P313-P362-P403+P233-P405-P501	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. 138716-20-8 ] {[proInfo.proName]}

Quality Control of [ 138716-20-8 ]

Related Doc. of [ 138716-20-8 ]

Product Details of [ 138716-20-8 ]

Calculated chemistry of [ 138716-20-8 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 138716-20-8 ]

Application In Synthesis of [ 138716-20-8 ]

[ 138716-20-8 ] Synthesis Path-Downstream 1~87

Related Functional Groups of [ 138716-20-8 ]

Aryls

Alkenes

Ketones

Amines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 138716-20-8 ]