3-溴噻吩并[3,2-c]吡啶-4-胺合成路线 （共 13 条）
反应条件
ammonium hydroxide in 1,4-dioxane T=150°C; 18 h;
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 5 p. 1167 - 1171
反应条件
in trichlorophosphate
反应条件
1: 95 percent / POCl3 / 2.5 h / 135 °C 2: 94 percent / aq. NH3 / dioxane / 18 h / 150 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 5 p. 1167 - 1171
反应条件
1: toluene / 120 °C 2: 48 percent / I2 / 1,2-dichloro-benzene / 170 °C 3: 100 percent / POCl3 / 120 °C 4: 57 percent / aq. NH3 / dioxane / 150 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 1 p. 250 - 254
反应条件
1: 100 percent / piperidine; pyridine / 100 °C 2: 75 percent / DPPA; Et3N / tetrahydrofuran / 20 °C 3: toluene / 120 °C 4: 48 percent / I2 / 1,2-dichloro-benzene / 170 °C 5: 100 percent / POCl3 / 120 °C 6: 57 percent / aq. NH3 / dioxane / 150 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 1 p. 250 - 254
反应条件
1: 75 percent / DPPA; Et3N / tetrahydrofuran / 20 °C 2: toluene / 120 °C 3: 48 percent / I2 / 1,2-dichloro-benzene / 170 °C 4: 100 percent / POCl3 / 120 °C 5: 57 percent / aq. NH3 / dioxane / 150 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 1 p. 250 - 254
反应条件
1: 2-fluoro-4-bromo-aniline With potassium acetate; 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-4',4',5',5'-tetramethyl-1,3,2-dioxaborolane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in DMF (N,N-dimethyl-formamide)
T=80°C; 2.5 h;
2: 3-bromo-4-amino-[3,2-c]-thienopyridine With sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in DMF (N,N-dimethyl-formamide); water
80 h;
参考文献
Betschmann, Patrick; Burchat, Andrew; Calderwood, David; Curtin, Michael L.; Davidsen, Steven K.; Davis, Heather M.; Frey, Robin R.; Heyman, Howard R.; Hirst, Gavin; Hrnciar, Peter; Michaelides, Michael; Rafferty, Paul
Patent: US2005/20619 A1, 2005 ;
Location in patent: Page 17-18 ;
US 20050020619 A1
反应条件
1: 2-fluoro-4-bromo-aniline With potassium acetate; 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-4',4',5',5'-tetramethyl-1,3,2-dioxaborolane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in N,N-dimethyl-formamide
T=80°C; 2.5 h;
2: 3-bromo-4-amino-[3,2-c]-thienopyridine With sodium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in DMF (N,N-dimethyl-formamide); water
T=20 - 80°C;
参考文献
Betschmann, Patrick; Burchat, Andrew F.; Calderwood, David J.; Curtin, Michael L.; Davidsen, Steven K.; Davis, Heather M.; Frey, Robin R.; Heyman, Howard R.; Hirst, Gavin C.; Hrnciar, Peter; Michaelides, Michael R.; Muckey, Melanie A.; Rafferty, Paul; Wada, Carol K.
Patent: US2005/43347 A1, 2005 ;
Location in patent: Page/Page column 26-27 ;
US 20050043347 A1
反应条件
sodium carbonate; tetrakis(triphenylphosphine) palladium(0) in ethanol; water; toluene
T=90°C;
参考文献
Betschmann, Patrick; Burchat, Andrew F.; Calderwood, David J.; Curtin, Michael L.; Davidsen, Steven K.; Davis, Heather M.; Frey, Robin R.; Heyman, Howard R.; Hirst, Gavin C.; Hrnciar, Peter; Michaelides, Michael R.; Muckey, Melanie A.; Rafferty, Paul; Wada, Carol K.
Patent: US2005/43347 A1, 2005 ;
Location in patent: Page/Page column 28 ;
US 20050043347 A1
