N-{2-[(3-氰基-5,7-二甲基-2-喹啉基)氨基]乙基}-3-甲氧基苯甲酰胺合成路线 （共 5 条）
反应条件
1: 3-methoxy-benzoic acid With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine in dichloromethane; N,N-dimethyl-formamide
T=20°C; 0.5 h;
2: 2-((2-aminoethyl)amino)-5,7-dimethylquinoline-3-carbonitrile in dichloromethane; N,N-dimethyl-formamide
参考文献
THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; VERKMAN, Alan S.; PHUAN, Puay-Wah; KURTH, Mark J.; KNAPP, John
Patent: WO2012/166654 A1, 2012 ;
Location in patent: Page/Page column 88-89 ;
WO 2012/166654 A1
反应条件
1.1: hydroxylamine hydrochloride; triethylamine / ethanol / 3 h / Reflux
1.3: 4 h / Inert atmosphere; Reflux
2.1: 1,4-dioxane / Reflux
3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane; N,N-dimethyl-formamide / 0.5 h / 20 °C
View Scheme
参考文献
Phuan, Puay-Wah; Yang, Baoxue; Knapp, John M.; Wood, Alex B.; Lukacs, Gergely L.; Kurth, Mark J.; Verkman, Alan S.
Molecular Pharmacology, 2011 , vol. 80, # 4 p. 683 - 693
反应条件
1.1: trichlorophosphate / 2 h / Inert atmosphere; Reflux
1.2: 3 h / 20 °C
1.3: Cooling with ice
2.1: hydroxylamine hydrochloride; triethylamine / ethanol / 3 h / Reflux
2.3: 4 h / Inert atmosphere; Reflux
3.1: 1,4-dioxane / Reflux
4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane; N,N-dimethyl-formamide / 0.5 h / 20 °C
View Scheme
参考文献
Phuan, Puay-Wah; Yang, Baoxue; Knapp, John M.; Wood, Alex B.; Lukacs, Gergely L.; Kurth, Mark J.; Verkman, Alan S.
Molecular Pharmacology, 2011 , vol. 80, # 4 p. 683 - 693
反应条件
1.1: tetrahydrofuran / 0 - 20 °C / Inert atmosphere
1.2: pH 12 - 14 / Cooling with ice
2.1: trichlorophosphate / 2 h / Inert atmosphere; Reflux
2.2: 3 h / 20 °C
2.3: Cooling with ice
3.1: hydroxylamine hydrochloride; triethylamine / ethanol / 3 h / Reflux
3.3: 4 h / Inert atmosphere; Reflux
4.1: 1,4-dioxane / Reflux
5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane; N,N-dimethyl-formamide / 0.5 h / 20 °C
View Scheme
参考文献
Phuan, Puay-Wah; Yang, Baoxue; Knapp, John M.; Wood, Alex B.; Lukacs, Gergely L.; Kurth, Mark J.; Verkman, Alan S.
Molecular Pharmacology, 2011 , vol. 80, # 4 p. 683 - 693
反应条件
1: 1,4-dioxane / Reflux
2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / dichloromethane; N,N-dimethyl-formamide / 0.5 h / 20 °C
View Scheme
参考文献
Phuan, Puay-Wah; Yang, Baoxue; Knapp, John M.; Wood, Alex B.; Lukacs, Gergely L.; Kurth, Mark J.; Verkman, Alan S.
Molecular Pharmacology, 2011 , vol. 80, # 4 p. 683 - 693
