2-氯-5,7-二甲基-3-喹啉甲腈合成路线 (共 6 条)
反应条件
1: With hydroxylamine hydrochloride; triethylamine in ethanol
3 h; Reflux;
2: With hydrogenchloride in water
3: With thionyl chloride in benzene
4 h; Inert atmosphereReflux;
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 87 ;
WO 2012/166654 A1
反应条件
1.1: trichlorophosphate / 2 h / Inert atmosphere; Reflux
1.2: 3 h / 20 °C / Inert atmosphere
2.1: hydroxylamine hydrochloride; triethylamine / ethanol / 3 h / Reflux
3.1: thionyl chloride / benzene / 4 h / Inert atmosphere; Reflux
View Scheme
参考文献
Knapp, John M.; Wood, Alex B.; Phuan, Puay-Wah; Lodewyk, Michael W.; Tantillo, Dean J.; Verkman; Kurth, Mark J.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 3 p. 1242 - 1251
反应条件
1.1: tetrahydrofuran / 0 - 20 °C / Inert atmosphere
2.1: trichlorophosphate / 2 h / Inert atmosphere; Reflux
2.2: 3 h / 20 °C / Inert atmosphere
3.1: hydroxylamine hydrochloride; triethylamine / ethanol / 3 h / Reflux
4.1: thionyl chloride / benzene / 4 h / Inert atmosphere; Reflux
View Scheme
参考文献
Knapp, John M.; Wood, Alex B.; Phuan, Puay-Wah; Lodewyk, Michael W.; Tantillo, Dean J.; Verkman; Kurth, Mark J.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 3 p. 1242 - 1251
反应条件
thionyl chloride in benzene
4 h; Inert atmosphereReflux;
参考文献
Knapp, John M.; Wood, Alex B.; Phuan, Puay-Wah; Lodewyk, Michael W.; Tantillo, Dean J.; Verkman; Kurth, Mark J.
Journal of Medicinal Chemistry, 2012 , vol. 55, # 3 p. 1242 - 1251
反应条件
in 1,4-dioxane
Reflux;
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 ;
WO 2012/166654 A1
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