N-(4-氯-3-氰基-7-乙氧基喹啉-6-基)乙酰胺合成路线 (共 28 条)
反应条件
1.1: acetic acid / 3.5 h / 60 °C / |Large scale 2.1: potassium carbonate / N,N-dimethyl-formamide / 7 h / 60 °C / |Large scale 3.1: nitric acid / nitromethane / 8 h / 20 - 35 °C / |Large scale 4.1: hydrogen / methanol / 12 h / 20 °C / 760.05 Torr / |Large scale 5.1: acetic acid / 5 h / 20 °C / |Large scale 6.1: sodium t-butanolate / tert-butyl alcohol / 3 h / |Reflux; |Large scale 6.2: 1 h / 40 - 50 °C / pH Ca. 4 / |Large scale 7.1: trichlorophosphate; 4-(N,N-dimethlyamino)pyridine / ethyl acetate / 3 h / |Reflux; |Large scale View Scheme
参考文献
Organic Process Research and Development, , vol. 16, # 12 p. 1970 - 1973
反应条件
1.1: acetic acid / 2 h / 60 °C 2.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 60 °C 3.1: AlCl3, aluminium chloride / dichloromethane / 2 h / 0 - 5 °C / |Inert atmosphere 3.2: 22 h / 20 °C / |Inert atmosphere 4.1: bromine / dichloromethane / 13 h 5.1: dimethyl sulfoxide; ethanol; water / 5 h / 0 - 25 °C 6.1: acetic anhydride / 2 h / 120 °C 7.1: ammonia / ethanol / 2 h / 10 - 20 °C 8.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 120 °C / |Inert atmosphere 9.1: trichlorophosphate; 4-(N,N-dimethlyamino)pyridine / ethyl acetate / 3 h / 20 °C / |Reflux View Scheme
参考文献
Heterocycles, , vol. 89, # 5 p. 1203 - 1209
反应条件
1.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 60 °C 2.1: AlCl3, aluminium chloride / dichloromethane / 2 h / 0 - 5 °C / |Inert atmosphere 2.2: 22 h / 20 °C / |Inert atmosphere 3.1: bromine / dichloromethane / 13 h 4.1: dimethyl sulfoxide; ethanol; water / 5 h / 0 - 25 °C 5.1: acetic anhydride / 2 h / 120 °C 6.1: ammonia / ethanol / 2 h / 10 - 20 °C 7.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 120 °C / |Inert atmosphere 8.1: trichlorophosphate; 4-(N,N-dimethlyamino)pyridine / ethyl acetate / 3 h / 20 °C / |Reflux View Scheme
参考文献
Heterocycles, , vol. 89, # 5 p. 1203 - 1209
反应条件
1: pyridine hydrochloride / isopropyl alcohol / Reflux 2: hydrogenchloride / water / Reflux View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 55, # 5 p. 2251 - 2264
反应条件
1.1: methanesulfonic acid / ethanol / 2 h / |Reflux 2.1: hydrogenchloride; water / |Reflux 3.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 5 h / 40 °C 4.1: hydrogenchloride; water / 0 - 40 °C / |Inert atmosphere 4.2: 3 h / -20 °C View Scheme
参考文献
Gu, Ning; Yang, Jiabin; Wang, Peng; Li, Lushen; Chen, Yang; Ji, Min
Research on Chemical Intermediates, 2013 , vol. 39, # 7 p. 3105 - 3110
反应条件
1: With methanesulfonic acid in ethanol
6 h; Reflux;
2: With hydrogenchloride; water in ethanol
T=80°C; 19 h;
3: With potassium carbonate in methanol
3 h;
参考文献
MEDOLUTION LIMITED; ZHANG, Dawei
Patent: WO2010/151710 A2, 2010 ;
Location in patent: Page/Page column 33 ;
WO 2010/151710 A2
反应条件
1: pyridine hydrochloride / isopropyl alcohol / Reflux
2: hydrogenchloride / water / 5 h / Reflux
View Scheme
参考文献
Gu, Ning; Yang, Jiabin; Wang, Peng; Li, Lushen; Chen, Yang; Ji, Min
Research on Chemical Intermediates, 2013 , vol. 39, # 7 p. 3105 - 3110
反应条件
pyridine hydrochloride in isopropyl alcohol
Reflux;
参考文献
Carmi, Caterina; Galvani, Elena; Vacondio, Federica; Rivara, Silvia; Lodola, Alessio; Russo, Simonetta; Aiello, Stefania; Bordi, Fabrizio; Costantino, Gabriele; Cavazzoni, Andrea; Alfieri, Roberta R.; Ardizzoni, Andrea; Petronini, Pier Giorgio; Mor, Marco
Journal of Medicinal Chemistry, 2012 , vol. 55, # 5 p. 2251 - 2264