3-溴-1-[(4-甲基苯基)磺酰基]-1H-吡咯并[2,3-B]吡啶合成路线 （共 6 条）
反应条件
1: 3-bromo-1H-pyrrolo[2,3-b]pyridine With sodium hydride in tetrahydrofuran T=10 - 20°C; Large scale; 2: p-toluenesulfonyl chloride in tetrahydrofuran T=10 - 20°C; 1.5 h; Large scale;
参考文献
VERTEX PHARMACEUTICALS INCORPORATED; TAYLOR, Lori, Kell; SEWELL, Kathryn, Lea; HOOCK, Thomas, Carl
Patent: WO2014/74471 A1, 2014 ;
Location in patent: Paragraph 0271-0274 ;
反应条件
1: 3-bromo-1H-pyrrolo[2,3-b]pyridine With n-butyllithium in tetrahydrofuran; hexanes T=-78°C; 0.25 h; 2: p-toluenesulfonyl chloride in tetrahydrofuran; hexanes T=-78 - 20°C; 1 h;
参考文献
VERTEX PHARMACEUTICALS INCORPORATED?
Patent: WO2005/95400 A1, 2005 ;
Location in patent: Page/Page column 326; 327 ;
WO 2005/095400 A1
反应条件
1.1: bromine / N,N-dimethyl-formamide / 2.67 h / 0 - 10 °C / |Large scale 2.1: sodium hydride / tetrahydrofuran / 10 - 20 °C / |Large scale 2.2: 1.5 h / 10 - 20 °C / |Large scale View Scheme
参考文献
VERTEX PHARMACEUTICALS INCORPORATED; TAYLOR, Lori, Kell; SEWELL, Kathryn, Lea; HOOCK, Thomas, Carl
Patent: WO2014/74471 A1, 2014 ;
反应条件
n-butyllithium in tetrahydrofuran T=-90 - -80°C; 0.5 h; Large scale;
参考文献
VERTEX PHARMACEUTICALS INCORPORATED; TAYLOR, Lori, Kell; SEWELL, Kathryn, Lea; HOOCK, Thomas, Carl
Patent: WO2014/74471 A1, 2014 ;
Location in patent: Paragraph 0275-0277 ;
反应条件
potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in ethylene glycol dimethyl ether T=90°C; 18 h; Heating / reflux;
参考文献
VERTEX PHARMACEUTICALS INCORPORATED?
Patent: WO2005/95400 A1, 2005 ;
Location in patent: Page/Page column 326; 327 ;
WO 2005/095400 A1
反应条件
1: n-butyllithium / tetrahydrofuran / 0.5 h / -90 - -80 °C / |Large scale 2: dichloromethane / 1.08 h / 20 - 30 °C / |Large scale View Scheme
参考文献
VERTEX PHARMACEUTICALS INCORPORATED; TAYLOR, Lori, Kell; SEWELL, Kathryn, Lea; HOOCK, Thomas, Carl
Patent: WO2014/74471 A1, 2014 ;
