1H-吲唑-3-羧酸甲酯合成路线 （共 31 条）
反应条件
1: 1.) tert-BuOK / 1.) THF, 5 deg C, 1 h, 2.) THF, RT, 20 h 2: 97 percent / 1 N aq. NaOH / tetrahydrofuran / 20 h / Ambient temperature View Scheme
参考文献
Harada; Morie; Hirokawa; Terauchi; Fujiwara; Yoshida; Kato
Chemical and Pharmaceutical Bulletin, 1995 , vol. 43, # 11 p. 1912 - 1930
反应条件
1.1: potassium tert-butylate / tetrahydrofuran / 25 °C / Cooling with ice 1.2: 5 h / 0 - 20 °C 2.1: sodium hydroxide / methanol / 12 h / 18 - 25 °C 3.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 18 h / 18 - 25 °C View Scheme
参考文献
Pfizer Inc.
Patent: US2011/28447 A1, 2011 ;
反应条件
1: K2CO3 / dimethylformamide / 4 h / 60 °C 2: NaOH View Scheme
参考文献
Harada; Morie; Hirokawa; Terauchi; Fujiwara; Yoshida; Kato
Chemical and Pharmaceutical Bulletin, 1995 , vol. 43, # 11 p. 1912 - 1930
反应条件
1: H2O 2: LiAlH4; THF View Scheme
参考文献
Snyder et al.
Journal of the American Chemical Society, 1952 , vol. 74, p. 2009,2010
反应条件
1.1: 63 percent / Br2 / dimethylformamide / 4 h / 0 - 20 °C 2.1: Dibal-H / tetrahydrofuran / 14 h / -10 - 20 °C 2.2: 86 percent / MnO2 / ethyl acetate / 24 h / 20 °C View Scheme
参考文献
Crestey, Francois; Collot, Valerie; Stiebing, Silvia; Lohier, Jean-Francois; Santos, Jana Sopkova-de Oliveira; Rault, Sylvain
Tetrahedron Letters, 2007 , vol. 48, # 14 p. 2457 - 2460
反应条件
sulfuric acid; nitric acid T=0°C; 0.166667 h;
参考文献
Journal of Medicinal Chemistry, , vol. 56, # 15 p. 6259 - 6272
反应条件
sulfuric acid; nitric acid
T=0°C; 0.166667 h;
参考文献
Crocetti, Letizia; Schepetkin, Igor A.; Cilibrizzi, Agostino; Graziano, Alessia; Vergelli, Claudia; Giomi, Donatella; Khlebnikov, Andrei I.; Quinn, Mark T.; Giovannoni, Maria Paola
Journal of Medicinal Chemistry, 2013 , vol. 56, # 15 p. 6259 - 6272
反应条件
1.1: sodium hydride / tetrahydrofuran / 25 °C / Cooling with ice
1.2: 24 h / 0 - 60 °C
2.1: sodium hydroxide / methanol / 6 h / 18 - 25 °C
2.2: pH 6
View Scheme
参考文献
Pfizer Inc.
Patent: US2011/28447 A1, 2011 ;
反应条件
1.1: 63 percent / Br2 / dimethylformamide / 4 h / 0 - 20 °C
2.1: Dibal-H / tetrahydrofuran / 14 h / -10 - 20 °C
2.2: 86 percent / MnO2 / ethyl acetate / 24 h / 20 °C
3.1: 94 percent / triethylamine; dimethylaminopyridine / CH2Cl2 / 13 h / 0 - 20 °C
View Scheme
参考文献
Crestey, Francois; Collot, Valerie; Stiebing, Silvia; Lohier, Jean-Francois; Santos, Jana Sopkova-de Oliveira; Rault, Sylvain
Tetrahedron Letters, 2007 , vol. 48, # 14 p. 2457 - 2460
参考文献
Snyder et al.
Journal of the American Chemical Society, 1952 , vol. 74, p. 2009,2010
