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
trichlorophosphate in diethylene glycol dimethyl ether T=85°C; 4 - 4.5 h; Product distribution / selectivity;
参考文献
Shanghai Institute of Materia Medica, Chinese Academy of Sciences; Topharman Shangai Co., Ltd.
Patent: US2011/263860 A1, 2011 ;
Location in patent: Page/Page column 8 ;
反应条件
4-(N,N-dimethlyamino)pyridine; trichlorophosphate in ethyl acetate 3 h; RefluxLarge scale;
参考文献
Mao, Yongjun; He, Yang; Zhu, Fuqiang; Chen, Weiming; Shen, Jingshan; Li, Jianfeng
Heterocycles, 2014 , vol. 89, # 5 p. 1203 - 1209
反应条件
1: 98 percent / K2CO3 / dimethylformamide / 60 °C 2: H2 / Pd/C / tetrahydrofuran / 3 h / 28 - 30 °C / 2585.74 Torr 3: 524 g / toluene / 16 h / 90 °C 4: 42 percent / various solvent(s) / 20 h / 250 - 255 °C 5: 65 percent / POCl3 / bis-(2-methoxy-ethyl) ether / 0.75 h / 100 - 102 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 48, # 4 p. 1107 - 1131
反应条件
1: H2 / Pd/C / tetrahydrofuran / 3 h / 28 - 30 °C / 2585.74 Torr 2: 524 g / toluene / 16 h / 90 °C 3: 42 percent / various solvent(s) / 20 h / 250 - 255 °C 4: 65 percent / POCl3 / bis-(2-methoxy-ethyl) ether / 0.75 h / 100 - 102 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 48, # 4 p. 1107 - 1131
反应条件
1: 96 percent / AcOH / 60 °C 2: 98 percent / K2CO3 / dimethylformamide / 60 °C 3: H2 / Pd/C / tetrahydrofuran / 3 h / 28 - 30 °C / 2585.74 Torr 4: 524 g / toluene / 16 h / 90 °C 5: 42 percent / various solvent(s) / 20 h / 250 - 255 °C 6: 65 percent / POCl3 / bis-(2-methoxy-ethyl) ether / 0.75 h / 100 - 102 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 48, # 4 p. 1107 - 1131
反应条件
1.1: hydrogen / Raney-Ni / tetrahydrofuran; methanol / 3 h 2.1: water / trifluoroacetic acid / 12 h / 20 °C 2.2: 20 °C 3.1: ethanol; sodium / 1.5 h / 75 °C 3.2: 50 °C / pH 6 - 7 4.1: trichlorophosphate / diethylene glycol dimethyl ether / 4 - 4.5 h / 85 °C View Scheme
反应条件
1.1: nitric acid / nitromethane / 3 h / 20 - 30 °C 2.1: hydrogen / Raney-Ni / tetrahydrofuran; methanol / 3 h 3.1: water / trifluoroacetic acid / 12 h / 20 °C 3.2: 20 °C 4.1: ethanol; sodium / 1.5 h / 75 °C 4.2: 50 °C / pH 6 - 7 5.1: trichlorophosphate / diethylene glycol dimethyl ether / 4 - 4.5 h / 85 °C View Scheme
反应条件
1.1: water / trifluoroacetic acid / 12 h / 20 °C 1.2: 20 °C 2.1: ethanol; sodium / 1.5 h / 75 °C 2.2: 50 °C / pH 6 - 7 3.1: trichlorophosphate / diethylene glycol dimethyl ether / 4 - 4.5 h / 85 °C View Scheme
反应条件
1.1: water / trifluoroacetic acid / 9 h / 20 °C 1.2: 12 h / 20 °C 2.1: sodium ethanolate / ethanol / 10 h / 20 - 60 °C / Inert atmosphere 2.2: 40 - 50 °C / pH 3 3.1: trichlorophosphate / diethylene glycol dimethyl ether / 4 - 4.5 h / 85 °C View Scheme
反应条件
1: 524 g / toluene / 16 h / 90 °C 2: 42 percent / various solvent(s) / 20 h / 250 - 255 °C 3: 65 percent / POCl3 / bis-(2-methoxy-ethyl) ether / 0.75 h / 100 - 102 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 48, # 4 p. 1107 - 1131