6-氯-1H-吡咯并[2,3-B]吡啶-2-甲酸乙酯合成路线 （共 9 条）
反应条件
hydrogenchloride T=0°C; 16.5 h; Reflux;
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; BURKE, Jennifer; GUO, Xin; KIRRANE JR., Thomas, Martin; SNOW, Roger, John; ZHANG, Yunlong
Patent: WO2011/71725 A1, 2011 ;
Location in patent: Page/Page column 50-51 ;
WO 2011/071725 A1
反应条件
trifluoroacetic acid in dichloromethane T=0 - 20°C;
参考文献
Richter, Hans G. F.; Adams; Benardeau; Bickerdike; Bentley; Blench; Cliffe; Dourish; Hebeisen; Kennett; Knight; Malcolm; Mattei; Misra; Mizrahi; Monck; Plancher; Roever; Roffey; Taylor; Vickers
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 5 p. 1207 - 1211
反应条件
1.1: tert.-butyl lithium / hexane; tetrahydrofuran / 0.5 h / -78 °C 1.2: 4 h / -78 - 20 °C 2.1: hydrogenchloride / methanol / water / 5 h / 110 °C 3.1: 1,4-diaza-bicyclo[2.2.2]octane / palladium diacetate / N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere 4.1: hydrogenchloride / 16.5 h / 0 °C / Reflux View Scheme
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; BURKE, Jennifer; GUO, Xin; KIRRANE JR., Thomas, Martin; SNOW, Roger, John; ZHANG, Yunlong
Patent: WO2011/71725 A1, 2011 ;
WO 2011/071725 A1
反应条件
1: hydrogenchloride / methanol / water / 5 h / 110 °C 2: 1,4-diaza-bicyclo[2.2.2]octane / palladium diacetate / N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere 3: hydrogenchloride / 16.5 h / 0 °C / Reflux View Scheme
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; BURKE, Jennifer; GUO, Xin; KIRRANE JR., Thomas, Martin; SNOW, Roger, John; ZHANG, Yunlong
Patent: WO2011/71725 A1, 2011 ;
WO 2011/071725 A1
反应条件
1.1: triethylamine / dichloromethane / 16 h / 20 °C 2.1: tert.-butyl lithium / hexane; tetrahydrofuran / 0.5 h / -78 °C 2.2: 4 h / -78 - 20 °C 3.1: hydrogenchloride / methanol / water / 5 h / 110 °C 4.1: 1,4-diaza-bicyclo[2.2.2]octane / palladium diacetate / N,N-dimethyl-formamide / 3 h / 110 °C / Inert atmosphere 5.1: hydrogenchloride / 16.5 h / 0 °C / Reflux View Scheme
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOYER, Stephen, James; BURKE, Jennifer; GUO, Xin; KIRRANE JR., Thomas, Martin; SNOW, Roger, John; ZHANG, Yunlong
Patent: WO2011/71725 A1, 2011 ;
WO 2011/071725 A1
反应条件
1: 99 percent / DMAP / acetonitrile / 20 °C 2: 60 percent / m-CPBA / CH2Cl2 / 20 °C 3: 76 percent / ethyl chloroformate; HMDS / tetrahydrofuran / 20 °C 4: TFA / CH2Cl2 / 0 - 20 °C View Scheme
参考文献
Richter, Hans G. F.; Adams; Benardeau; Bickerdike; Bentley; Blench; Cliffe; Dourish; Hebeisen; Kennett; Knight; Malcolm; Mattei; Misra; Mizrahi; Monck; Plancher; Roever; Roffey; Taylor; Vickers
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 5 p. 1207 - 1211
反应条件
1: 60 percent / m-CPBA / CH2Cl2 / 20 °C 2: 76 percent / ethyl chloroformate; HMDS / tetrahydrofuran / 20 °C 3: TFA / CH2Cl2 / 0 - 20 °C View Scheme
参考文献
Richter, Hans G. F.; Adams; Benardeau; Bickerdike; Bentley; Blench; Cliffe; Dourish; Hebeisen; Kennett; Knight; Malcolm; Mattei; Misra; Mizrahi; Monck; Plancher; Roever; Roffey; Taylor; Vickers
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 5 p. 1207 - 1211
反应条件
1: 76 percent / ethyl chloroformate; HMDS / tetrahydrofuran / 20 °C 2: TFA / CH2Cl2 / 0 - 20 °C View Scheme
参考文献
Richter, Hans G. F.; Adams; Benardeau; Bickerdike; Bentley; Blench; Cliffe; Dourish; Hebeisen; Kennett; Knight; Malcolm; Mattei; Misra; Mizrahi; Monck; Plancher; Roever; Roffey; Taylor; Vickers
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 5 p. 1207 - 1211
反应条件
in N,N-dimethyl-formamide
参考文献
VERNALIS RESEARCH LIMITED
Patent: EP1147110 B1, 2003 ;
EP 1147110 B1
