6-溴-3,4-二氢-1H-[1,8]萘啶-2-酮合成路线 (共 11 条)
反应条件
sodium hydroxide in methanol; CHCl3/CH3OH
参考文献
Affinium Pharmaceuticals, Inc.
Patent: EP1226138 B1, 2004 ;
反应条件
sodium hydride in tetrahydrofuran; mineral oil T=20°C; 1 h;
参考文献
Zhou, Jun; Li, Bo; Hu, Fang; Shi, Bing-Feng
Organic Letters, 2013 , vol. 15, # 13 p. 3460 - 3463
反应条件
1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 0 - 20 °C 2: [Cp*RhCl2]2; silver hexafluoroantimonate; copper diacetate / 1,2-dichloro-ethane / 24 h / 120 °C / |Schlenk technique; |Inert atmosphere 3: hydrogenchloride / methanol; water / 3 h / 60 °C 4: NiII chloride hexahydrate; sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C 5: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 20 °C View Scheme
参考文献
Organic Letters, , vol. 15, # 13 p. 3460 - 3463
反应条件
1: [Cp*RhCl2]2; silver hexafluoroantimonate; copper diacetate / 1,2-dichloro-ethane / 24 h / 120 °C / |Schlenk technique; |Inert atmosphere 2: hydrogenchloride / methanol; water / 3 h / 60 °C 3: NiII chloride hexahydrate; sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C 4: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 20 °C View Scheme
参考文献
Organic Letters, , vol. 15, # 13 p. 3460 - 3463
反应条件
1: hydrogenchloride / methanol; water / 3 h / 60 °C 2: NiII chloride hexahydrate; sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C 3: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 20 °C View Scheme
参考文献
Organic Letters, , vol. 15, # 13 p. 3460 - 3463
反应条件
1: NiII chloride hexahydrate; sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C 2: sodium hydride / mineral oil; tetrahydrofuran / 1 h / 20 °C View Scheme
参考文献
Organic Letters, , vol. 15, # 13 p. 3460 - 3463
反应条件
1.1: bromine / acetic acid / 20 °C 2.1: hydrogen bromide / water / Reflux 3.1: sodium methylate / methanol / 0.75 h / 20 °C 3.2: 20 °C 4.1: sodium hydroxide / methanol / 4 h / 20 °C / Reflux 4.2: 20 °C / Reflux View Scheme
参考文献
WO2011/61214 A1, ;
WO 2011/061214 A1
反应条件
1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 °C / Reflux 1.2: 0 °C 2.1: bromine / acetic acid / 20 °C 3.1: hydrogen bromide / water / Reflux 4.1: sodium methylate / methanol / 0.75 h / 20 °C 4.2: 20 °C 5.1: sodium hydroxide / methanol / 4 h / 20 °C / Reflux 5.2: 20 °C / Reflux View Scheme
参考文献
WO2011/61214 A1, ;
WO 2011/061214 A1
反应条件
1.1: hydrogen bromide / water / Reflux 2.1: sodium methylate / methanol / 0.75 h / 20 °C 2.2: 20 °C 3.1: sodium hydroxide / methanol / 4 h / 20 °C / Reflux 3.2: 20 °C / Reflux View Scheme
参考文献
WO2011/61214 A1, ;
WO 2011/061214 A1
反应条件
1.1: hydrogen bromide / water / 16 h / |Reflux 2.1: sodium methylate / methanol / 16 h / 20 - 35 °C 3.1: sodium hydroxide / methanol / 4 h / |Reflux 3.2: 16 h / |Reflux View Scheme