1H-吡咯并[2,3-b]吡啶-2-羧酸乙酯合成路线 （共 23 条）
反应条件
copper(l) iodide; caesium carbonate in N,N-dimethyl-formamide T=50°C; 3 h;
参考文献
ZENOBIA THERAPEUTICS, INC.; BOUNAUD, Pierre-Yves; NIENABER, Vicki; STEENSMA, Ruo, W.; LOWE, John, A., III
Patent: WO2012/178015 A2, 2012 ;
Location in patent: Page/Page column 113 ;
WO 2012/178015 A2
反应条件
1: 2-(tert-butoxycarbonylamino)-3-methylpyridine With n-butyllithium in tetrahydrofuran T=0 - 5°C; 1 h; 2: oxalic acid diethyl ester in tetrahydrofuran T=-3 - 20°C; 3: With hydrogenchloride; sodium hydroxide; N-(1,2-dimethyl-1H-benzimidazol-5-yl)-1-[(3-fluorophenyl)methyl]-1H-pyrrolo[2,3-c]pyridine-2-carboxamide; water more than 3 stages;
参考文献
US2008/125459 A1, ;
Page/Page column 10-11 ;
反应条件
1: With trifluoroacetic acid in dichloromethane T=0°C; 2: With sodium hydrogencarbonate in dichloromethane; water
参考文献
US2009/318455 A1, ;
Page/Page column 69; 93 ;
反应条件
1: With hydrogenchloride in tetrahydrofuran; water T=10°C; 2 h; Reflux; 2: With sodium hydroxide in tetrahydrofuran; water
参考文献
US2011/112104 A1, ;
Page/Page column 5 ;
反应条件
copper(l) iodide; caesium carbonate in dimethyl sulfoxide T=50°C; 4 h; Inert atmosphere;
参考文献
Cai, Qian; Li, Zhengqiu; Wei, Jiajia; Ha, Chengyong; Pei, Duanqing; Ding, Ke
Chemical Communications, 2009 , # 48 p. 7581 - 7583
反应条件
sulfuric acid 4 h; Reflux;
参考文献
SANOFI; CHOI-SLEDESKI, Yong Mi; NIEDUZAK, Thaddeus R.; POLI, Gregory B.; SHUM, Patrick Wai-Kwok; STOKLOSA, Gregory T.; ZHAO, Zhicheng
Patent: WO2011/78984 A1, 2011 ;
Location in patent: Page/Page column 23; 24 ;
WO 2011/078984 A1
反应条件
sodium hydrogencarbonate in ethanol T=120°C;
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 22 p. 6888 - 6895,8
反应条件
sulfuric acid 12 h; Reflux;
参考文献
Chaulet, Charlotte; Croix, Cecile; Alagille, David; Normand, Sylvain; Delwail, Adriana; Favot, Laure; Lecron, Jean-Claude; Viaud-Massuard, Marie-Claude
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 3 p. 1019 - 1022
反应条件
1.1: tetrabutylammomium bromide; sodium hydroxide / dichloromethane / 2 h / 0 - 20 °C 2.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -35 °C 2.2: 12 h / -35 - 20 °C 3.1: sulfuric acid / 12 h / Reflux View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 3 p. 1019 - 1022
反应条件
1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -35 °C 1.2: 12 h / -35 - 20 °C 2.1: sulfuric acid / 12 h / Reflux View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 3 p. 1019 - 1022
