4-氨基-2-三氟甲基苯甲腈合成路线 （共 41 条）
反应条件
1: With borane-THF in tetrahydrofuran 3 h; Reflux; 2: With hydrogenchloride in tetrahydrofuran; water 1 h; Reflux;
参考文献
Li, Fu-Nan; Kim, Nam-Jung; Chang, Dong-Jo; Jang, Jaebong; Jang, Hannah; Jung, Jong-Wha; Min, Kyung-Hoon; Jeong, Yeon-Su; Kim, Sun-Young; Park, Young-Ho; Kim, Hee-Doo; Park, Hyeung-Geun; Suh, Young-Ger
Bioorganic and Medicinal Chemistry, 2009 , vol. 17, # 24 p. 8149 - 8160
反应条件
1: phosgene; 4-amino-2-(trifluoromethyl)benzonitrile in toluene; acetonitrile
T=70°C;
2: tert-butyl 2-amino-2-methylpropanoate hydrochloride With triethylamine in toluene; acetonitrile
T=20°C;
3: With hydrogenchloride; water in toluene; acetonitrile
T=70°C; 1 h;
参考文献
SANOFI-AVENTIS
Patent: US2011/178134 A1, 2011 ;
Location in patent: Page/Page column 37 ;
反应条件
1: acetonitrile / 70 °C
2: triethylamine / acetonitrile / 0.75 h / 20 °C
3: hydrogenchloride / acetonitrile; water / 1 h / 70 °C
View Scheme
参考文献
SANOFI-AVENTIS
Patent: US2011/178134 A1, 2011 ;
反应条件
1: With sodium cyanoborohydride; trifluoroacetic acid in monofluorodichloromethane
T=5°C; 41 h;
2: With sodium hydrogencarbonate in monofluorodichloromethane; water
T=0°C;
参考文献
SMITHKLINE BEECHAM CORPORATION
Patent: US2009/170907 A1, 2009 ;
Location in patent: Page/Page column 25 ;
反应条件
1: 4-amino-2-(trifluoromethyl)benzonitrile With sodium cyanoborohydride; trifluoroacetic acid in dichloromethane
T=0 - 5°C; 0.0833333 h;
2: 2,2,2-trifluoroethane-1,1-diol in dichloromethane
41 h;
参考文献
SMITHKLINE BEECHAM CORPORATION
Patent: WO2005/795 A2, 2005 ;
Location in patent: Page 58-59 ;
WO 2005/000795 A2
反应条件
1: NIS; p-TsOH / methanol; tetrahydrofuran
2: pyridine / Heating
3: aq. NaOH / methanol
View Scheme
参考文献
Lanter, James C.; Fiordeliso, James J.; Allan, George F.; Musto, Amy; Hahn, Do Won; Sui, Zhihua
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 21 p. 5646 - 5649
反应条件
thionyl chloride in N,N-dimethyl acetamide
T=20°C; 0.166667 h;
参考文献
James, Kenneth D.; Ekwuribe, Nnochiri N.
Synthesis, 2002 , # 7 p. 850 - 852
反应条件
pyridine in dichloromethane
T=0 - 20°C; 14 h;
参考文献
Parent, Ephraim E.; Dence, Carmen S.; Jenks, Carl; Sharp, Terry L.; Welch, Michael J.; Katzenellenbogen, John A.
Journal of Medicinal Chemistry, 2007 , vol. 50, # 5 p. 1028 - 1040
反应条件
diisobutylaluminium hydride in tetrahydrofuran; toluene
0.0833333 h; Inert atmosphereLarge scale;
参考文献
Shieh, Wen-Chung; Mckenna, Joe; Sclafani, Joseph A.; Xue, Song; Girgis, Michael; Vivelo, James; Radetich, Branko; Prasad, Kapa
Organic Process Research and Development, 2008 , vol. 12, # 6 p. 1146 - 1155
反应条件
1.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 0.08 h / |Inert atmosphere; |Large scale
2.1: hydrogenchloride / toluene; ethyl acetate; water / 0.08 h / 20 - 25 °C / |Large scale
2.2: 76 - 78 °C / |Large scale
2.3: |Large scale
View Scheme
参考文献
Shieh, Wen-Chung; Mckenna, Joe; Sclafani, Joseph A.; Xue, Song; Girgis, Michael; Vivelo, James; Radetich, Branko; Prasad, Kapa
Organic Process Research and Development, 2008 , vol. 12, # 6 p. 1146 - 1155
