5-甲氧基-2-甲基-1H-吡咯并[2,3-b]吡啶合成路线 （共 5 条）
反应条件
water; sodium hydroxide in methanol
T=80°C; 0.5 h;
参考文献
IRONWOOD PHARMACEUTICALS, INC.; HUDSON, Colleen; BARDEN, Timothy, C.; JIA, James; MERMERIAN, Ara; PENG, Bo; YANG, Jane; YU, Xiang, Y.; SPROTT, Kevin
Patent: WO2012/88469 A1, 2012 ;
Location in patent: Page/Page column 175-177 ;
WO 2012/088469 A1
反应条件
1.1: sodium hydroxide; benzyl-tri-(n-butyl)-ammonium bromide / dichloromethane / 2.25 h / 0 - 20 °C
2.1: lithium diisopropyl amide / toluene; tetrahydrofuran; ethylbenzene / 0.5 h / -60 °C
2.2: -60 - 20 °C
3.1: sodium hydroxide; water / methanol / 0.5 h / 80 °C
View Scheme
参考文献
IRONWOOD PHARMACEUTICALS, INC.; HUDSON, Colleen; BARDEN, Timothy, C.; JIA, James; MERMERIAN, Ara; PENG, Bo; YANG, Jane; YU, Xiang, Y.; SPROTT, Kevin
Patent: WO2012/88469 A1, 2012 ;
WO 2012/088469 A1
反应条件
1.1: copper(I) bromide / N,N-dimethyl-formamide; methanol / 2.5 h / 140 °C
2.1: sodium hydroxide; benzyl-tri-(n-butyl)-ammonium bromide / dichloromethane / 2.25 h / 0 - 20 °C
3.1: lithium diisopropyl amide / toluene; tetrahydrofuran; ethylbenzene / 0.5 h / -60 °C
3.2: -60 - 20 °C
4.1: sodium hydroxide; water / methanol / 0.5 h / 80 °C
View Scheme
参考文献
IRONWOOD PHARMACEUTICALS, INC.; HUDSON, Colleen; BARDEN, Timothy, C.; JIA, James; MERMERIAN, Ara; PENG, Bo; YANG, Jane; YU, Xiang, Y.; SPROTT, Kevin
Patent: WO2012/88469 A1, 2012 ;
WO 2012/088469 A1
反应条件
1.1: lithium diisopropyl amide / toluene; tetrahydrofuran; ethylbenzene / 0.5 h / -60 °C
1.2: -60 - 20 °C
2.1: sodium hydroxide; water / methanol / 0.5 h / 80 °C
View Scheme
参考文献
IRONWOOD PHARMACEUTICALS, INC.; HUDSON, Colleen; BARDEN, Timothy, C.; JIA, James; MERMERIAN, Ara; PENG, Bo; YANG, Jane; YU, Xiang, Y.; SPROTT, Kevin
Patent: WO2012/88469 A1, 2012 ;
WO 2012/088469 A1
反应条件
boron tribromide in methanol; dichloromethane
参考文献
Hennequin, Lawrent Francois Andre
Patent: US2003/207878 A1, 2003 ;
US 20030207878 A1
