N-叔丁氧羰基-1-氯甲基-1,2-二氢-3H-苯并[e]吲哚合成路线 （共 5 条）
反应条件
2,2'-azo-bisisobutyronitrile; tri-n-butyl-tin hydride in toluene
18.17 h; Heating / reflux;
参考文献
THE SCRIPPS RESEARCH INSTITUTE
Patent: WO2009/64908 A1, 2009 ;
Location in patent: Page/Page column 38 ;
反应条件
1.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 24 h / |Inert atmosphere; |Reflux
2.1: trifluoroacetic acid / dichloromethane / 0.75 h / 20 °C / |Inert atmosphere
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / |Inert atmosphere
3.2: 2 h / 25 °C / |Inert atmosphere
4.1: 2,2'-azo-bisisobutyronitrile; tri-n-butyl-tin hydride / toluene / 2 h / 90 °C / |Inert atmosphere
View Scheme
参考文献
Sheldrake, Helen M.; Travica, Sandra; Johansson, Inger; Loadman, Paul M.; Sutherland, Mark; Elsalem, Lina; Illingworth, Nicola; Cresswell, Alexander J.; Reuillon, Tristan; Shnyder, Steven D.; Mkrtchian, Souren; Searcey, Mark; Ingelman-Sundberg, Magnus; Patterson, Laurence H.; Pors, Klaus
Journal of Medicinal Chemistry, 2013 , vol. 56, # 15 p. 6273 - 6277
反应条件
1.1: 4-(N,N-dimethlyamino)pyridine; triethylamine / dichloromethane / 24 h / |Inert atmosphere; |Reflux
2.1: trifluoroacetic acid / dichloromethane / 0.75 h / 20 °C / |Inert atmosphere
3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / |Inert atmosphere
3.2: 2 h / 25 °C / |Inert atmosphere
4.1: 2,2'-azo-bisisobutyronitrile; tri-n-butyl-tin hydride / toluene / 2 h / 90 °C / |Inert atmosphere
View Scheme
参考文献
Sheldrake, Helen M.; Travica, Sandra; Johansson, Inger; Loadman, Paul M.; Sutherland, Mark; Elsalem, Lina; Illingworth, Nicola; Cresswell, Alexander J.; Reuillon, Tristan; Shnyder, Steven D.; Mkrtchian, Souren; Searcey, Mark; Ingelman-Sundberg, Magnus; Patterson, Laurence H.; Pors, Klaus
Journal of Medicinal Chemistry, 2013 , vol. 56, # 15 p. 6273 - 6277
反应条件
1.1: trifluoroacetic acid / dichloromethane / 0.75 h / 20 °C / |Inert atmosphere
2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / |Inert atmosphere
2.2: 2 h / 25 °C / |Inert atmosphere
3.1: 2,2'-azo-bisisobutyronitrile; tri-n-butyl-tin hydride / toluene / 2 h / 90 °C / |Inert atmosphere
View Scheme
参考文献
Sheldrake, Helen M.; Travica, Sandra; Johansson, Inger; Loadman, Paul M.; Sutherland, Mark; Elsalem, Lina; Illingworth, Nicola; Cresswell, Alexander J.; Reuillon, Tristan; Shnyder, Steven D.; Mkrtchian, Souren; Searcey, Mark; Ingelman-Sundberg, Magnus; Patterson, Laurence H.; Pors, Klaus
Journal of Medicinal Chemistry, 2013 , vol. 56, # 15 p. 6273 - 6277
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 0 °C / |Inert atmosphere
1.2: 2 h / 25 °C / |Inert atmosphere
2.1: 2,2'-azo-bisisobutyronitrile; tri-n-butyl-tin hydride / toluene / 2 h / 90 °C / |Inert atmosphere
View Scheme
参考文献
Sheldrake, Helen M.; Travica, Sandra; Johansson, Inger; Loadman, Paul M.; Sutherland, Mark; Elsalem, Lina; Illingworth, Nicola; Cresswell, Alexander J.; Reuillon, Tristan; Shnyder, Steven D.; Mkrtchian, Souren; Searcey, Mark; Ingelman-Sundberg, Magnus; Patterson, Laurence H.; Pors, Klaus
Journal of Medicinal Chemistry, 2013 , vol. 56, # 15 p. 6273 - 6277
