3-甲基-1H-吲唑-5-羧酸合成路线 （共 11 条）
反应条件
1: With water; lithium hydroxide hydrate in methanol T=20°C; 20 h; 2: With citric acid in water pH=~ 6;
参考文献
BIOENERGENIX
Patent: US2012/277224 A1, 2012 ;
Location in patent: Page/Page column 42 ;
US 20120277224 A1
反应条件
1: 5-Bromo-3-methyl-1H-indazole With tert.-butyl lithium in tetrahydrofuran T=-78 - -70°C; 0.75 h; 2: carbon dioxide in tetrahydrofuran T=20°C; 0.833333 h; 3: With hydrogenchloride; sodium hydroxide; water more than 3 stages;
参考文献
AMGEN, INC.
Patent: WO2006/44860 A2, 2006 ;
Location in patent: Page/Page column 23-24 ;
WO 2006/044860 A2
反应条件
1: With water; potassium carbonate in methanol 2 h; Reflux; 2: With potassium hydrogensulfate in water pH=3 - 3.5;
参考文献
PFIZER, INC.
Patent: WO2009/144554 A1, 2009 ;
Location in patent: Page/Page column 50 ;
反应条件
1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate / N,N-dimethyl-formamide / 20 h / 80 °C / 3102.97 Torr 2: water; lithium hydroxide hydrate / methanol / 20 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 55, # 2 p. 935 - 942
反应条件
1.1: sulfuric acid / 60 °C / |Inert atmosphere 2.1: sodium hydroxide; N-bromosuccinmide / N,N-dimethyl-formamide / 1 h / 20 °C 3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 - 20 °C / |Inert atmosphere 3.2: 1 h / 20 °C / |Inert atmosphere 4.1: caesium carbonate / water; toluene / 0.5 h / |Inert atmosphere; |Sealed tube 4.2: 4 h / 120 °C / |Inert atmosphere; |Sealed tube 5.1: lithium hydroxide hydrate / 1,4-dioxane; methanol; water / |Heating 6.1: hydrogen; palladium 10 on activated carbon / methanol; ethyl acetate / 12 h / 20 °C / |Inert atmosphere View Scheme
反应条件
1: dipyridinium dichromate / dichloromethane / 20 h / 20 °C / Molecular sieve 2: NH2NH2•xH2O / 20 h / 130 °C 3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate / N,N-dimethyl-formamide / 20 h / 80 °C / 3102.97 Torr 4: water; lithium hydroxide hydrate / methanol / 20 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 55, # 2 p. 935 - 942
反应条件
1: NH2NH2•xH2O / 20 h / 130 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate / N,N-dimethyl-formamide / 20 h / 80 °C / 3102.97 Torr 3: water; lithium hydroxide hydrate / methanol / 20 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 55, # 2 p. 935 - 942
反应条件
1: tetrahydrofuran / 2 h / 0 °C 2: dipyridinium dichromate / dichloromethane / 20 h / 20 °C / Molecular sieve 3: NH2NH2•xH2O / 20 h / 130 °C 4: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium acetate / N,N-dimethyl-formamide / 20 h / 80 °C / 3102.97 Torr 5: water; lithium hydroxide hydrate / methanol / 20 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 55, # 2 p. 935 - 942
反应条件
1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 - 20 °C / |Inert atmosphere 1.2: 1 h / 20 °C / |Inert atmosphere 2.1: caesium carbonate / water; toluene / 0.5 h / |Inert atmosphere; |Sealed tube 2.2: 4 h / 120 °C / |Inert atmosphere; |Sealed tube 3.1: lithium hydroxide hydrate / 1,4-dioxane; methanol; water / |Heating 4.1: hydrogen; palladium 10 on activated carbon / methanol; ethyl acetate / 12 h / 20 °C / |Inert atmosphere View Scheme
反应条件
1.1: sodium hydroxide; N-bromosuccinmide / N,N-dimethyl-formamide / 1 h / 20 °C 2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 - 20 °C / |Inert atmosphere 2.2: 1 h / 20 °C / |Inert atmosphere 3.1: caesium carbonate / water; toluene / 0.5 h / |Inert atmosphere; |Sealed tube 3.2: 4 h / 120 °C / |Inert atmosphere; |Sealed tube 4.1: lithium hydroxide hydrate / 1,4-dioxane; methanol; water / |Heating 5.1: hydrogen; palladium 10 on activated carbon / methanol; ethyl acetate / 12 h / 20 °C / |Inert atmosphere View Scheme
