7-甲基-2,3-二氢-1,8-萘啶-4(1H)-酮合成路线 （共 7 条）
反应条件
1.1: sodium tetrahydroborate; methanol / 1 h / 20 °C 2.1: hydrogen; acetic acid / palladium 10 on activated carbon / methanol / 72 h 2.2: pH ~ 10 View Scheme
参考文献
AC IMMUNE S.A.; KROTH, Heiko; FROESTL, Wolfgang; PFEIFER, Andrea; MUHS, Andreas
Patent: WO2011/45383 A2, 2011 ;
反应条件
methanol; sodium tetrahydroborate T=20°C; 1 h;
参考文献
AC IMMUNE S.A.; KROTH, Heiko; FROESTL, Wolfgang; PFEIFER, Andrea; MUHS, Andreas
Patent: WO2011/45383 A2, 2011 ;
Location in patent: Page/Page column 91 ;
反应条件
1.1: sodium tetrahydroborate; methanol / 1 h / 20 °C 2.1: hydrogen; acetic acid / palladium 10 on activated carbon / methanol / 72 h 2.2: pH ~ 10 3.1: 18 h / 75 °C / Neat (no solvent) View Scheme
参考文献
AC IMMUNE S.A.; KROTH, Heiko; FROESTL, Wolfgang; PFEIFER, Andrea; MUHS, Andreas
Patent: WO2011/45383 A2, 2011 ;
反应条件
1: With chlorosulfonic acid in dichloromethane
T=20°C; 2 h; Cooling with ice;
2: With sodium carbonate; sodium hydroxide in dichloromethane; water
pH=~ 6 - ~ 11;
参考文献
AC Immune S.A.
Patent: US2011/92537 A1, 2011 ;
Location in patent: Page/Page column 44 ;
反应条件
1: With acetic acid
T=150°C; 50 h;
2: With sodium hydroxide
T=20 - 120°C; 1 h;
参考文献
AC Immune S.A.
Patent: EP2311823 A1, 2011 ;
Location in patent: Page/Page column 44-45 ;
反应条件
1.1: 50 h / 150 °C
2.1: sodium hydroxide; water / 1 h / 20 - 120 °C
2.2: pH ~ 4 - ~ 5 / Cooling with ice
3.1: chlorosulfonic acid / dichloromethane / 2 h / 20 °C / Cooling with ice
3.2: pH ~ 6 - ~ 11
View Scheme
参考文献
AC Immune S.A.
Patent: US2011/92537 A1, 2011 ;
反应条件
1.1: sodium hydroxide; water / 1 h / 120 °C
1.2: pH 4 - 5 / Cooling with ice
2.1: chlorosulfonic acid / dichloromethane / 2 h / 20 °C / Cooling with ice
2.2: pH ~ 6
2.3: pH ~ 10 - 11
View Scheme
参考文献
AC IMMUNE S.A.; KROTH, Heiko; FROESTL, Wolfgang; PFEIFER, Andrea; MUHS, Andreas
Patent: WO2011/45383 A2, 2011 ;
