咪唑并[1,5-a]吡啶-8-羧酸乙酯合成路线 （共 7 条）
反应条件
potassium hydroxide in methanol 0.5 h; Heating / reflux;
参考文献
WO2004/46133 A1, ;
Page 32 ;
WO 2004/046133 A1
反应条件
1: formic acid With acetic anhydride
T=50 - 60°C; 3 h; Inert atmosphere;
2: ethyl 2-(aminomethyl)-3-pyridinecarboxylate hydrochloride T=20°C; 8 h; Inert atmosphere;
3: With sodium hydrogencarbonate in water
Inert atmosphere;
参考文献
GLOBAL BLOOD THERAPEUTICS, INC.; CYTOKINETICS, INC.; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; METCALF, Brian; CHUANG, Chihyuan; WARRINGTON, Jeffrey; PAULVANNAN, Kumar; JACOBSON, Matthew P.; HUA, Lan; MORGAN, Bradley
Patent: WO2013/102142 A1, 2013 ;
Location in patent: Paragraph 0143 ;
反应条件
1: formic acid; acetic anhydride T=60°C; 2 h;
2: ethyl 2-(aminomethyl)-3-pyridinecarboxylate hydrochloride T=20 - 35°C; 4 h;
参考文献
Merck Sharp and Dohme Limited
Patent: WO2004/46133 A1, 2004 ;
Location in patent: Page 32 ;
WO 2004/046133 A1
反应条件
acetic anhydride; acetic acid formic acid anhydrate
T=20°C; 8 h;
参考文献
GLOBAL BLOOD THERAPEUTICS, INC.; CYTOKINETICS, INC.; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; METCALF, Brian; CHUANG, Chihyuan; WARRINGTON, Jeffrey; PAULVANNAN, Kumar; JACOBSON, Matthew P.; HUA, Lan; MORGAN, Bradley
Patent: WO2013/102145 A1, 2013 ;
Location in patent: Paragraph 0250 ;
反应条件
1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / |Inert atmosphere
1.2: |Inert atmosphere
2.1: N,N-dimethylcarbamoyl chloride / dichloromethane / 48 h / 20 °C / |Inert atmosphere
3.1: hydrogenchloride; palladium 10 on activated carbon; hydrogen / water; ethanol / 12 h / 20 °C / |Inert atmosphere
4.1: acetic anhydride / 3 h / 50 - 60 °C / |Inert atmosphere
4.2: 8 h / 20 °C / |Inert atmosphere
4.3: |Inert atmosphere
View Scheme
参考文献
GLOBAL BLOOD THERAPEUTICS, INC.; CYTOKINETICS, INC.; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; METCALF, Brian; CHUANG, Chihyuan; WARRINGTON, Jeffrey; PAULVANNAN, Kumar; JACOBSON, Matthew P.; HUA, Lan; MORGAN, Bradley
Patent: WO2013/102142 A1, 2013 ;
反应条件
1.1: N,N-dimethylcarbamoyl chloride / dichloromethane / 48 h / 20 °C / |Inert atmosphere
2.1: hydrogenchloride; palladium 10 on activated carbon; hydrogen / water; ethanol / 12 h / 20 °C / |Inert atmosphere
3.1: acetic anhydride / 3 h / 50 - 60 °C / |Inert atmosphere
3.2: 8 h / 20 °C / |Inert atmosphere
3.3: |Inert atmosphere
View Scheme
参考文献
GLOBAL BLOOD THERAPEUTICS, INC.; CYTOKINETICS, INC.; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; METCALF, Brian; CHUANG, Chihyuan; WARRINGTON, Jeffrey; PAULVANNAN, Kumar; JACOBSON, Matthew P.; HUA, Lan; MORGAN, Bradley
Patent: WO2013/102142 A1, 2013 ;
反应条件
1.1: hydrogenchloride; palladium 10 on activated carbon; hydrogen / water; ethanol / 12 h / 20 °C / |Inert atmosphere
2.1: acetic anhydride / 3 h / 50 - 60 °C / |Inert atmosphere
2.2: 8 h / 20 °C / |Inert atmosphere
2.3: |Inert atmosphere
View Scheme
参考文献
GLOBAL BLOOD THERAPEUTICS, INC.; CYTOKINETICS, INC.; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; METCALF, Brian; CHUANG, Chihyuan; WARRINGTON, Jeffrey; PAULVANNAN, Kumar; JACOBSON, Matthew P.; HUA, Lan; MORGAN, Bradley
Patent: WO2013/102142 A1, 2013 ;
