2-氨基-2-氰基乙酸乙酯合成路线 （共 37 条）
反应条件
1: 75 percent / pyridine / CH2Cl2 / 0 °C 2: 87 percent / triethylamine / ethanol / 50 h / 0 °C 3: 72 percent / PCl5, 4-(dimethylamino)pyridine / CH2Cl2 / 12 h / Ambient temperature View Scheme
参考文献
Deprez; Guillaume; Becker; Corbier; Didierlaurent; Fortin; Frechet; Hamon; Heckmann; Heitsch; Kleemann; Vevert -; Vincent; Wagner; Zhang
Journal of Medicinal Chemistry, 1995 , vol. 38, # 13 p. 2357 - 2377
参考文献
Cook et al.
Journal of the Chemical Society, 1949 , p. 1074,1076
反应条件
1: diethyl ether; ethanol / -20 °C / overnight 2: 83 percent / methanol / 120 h / 35 °C View Scheme
参考文献
Meester, Johan W. G. De; Plas, Henk C. van der; Middelhoven, Wouter J.
Journal of Heterocyclic Chemistry, 1987 , vol. 24, p. 441 - 451
反应条件
1: pyridine / dichloromethane / 3 h / 0 - 20 °C 2: Lawesson's reagent / toluene / 48 h / 95 °C View Scheme
参考文献
NOVARTIS AG; BURGER, Matthew; DRUMM III, Joseph; NISHIGUCHI, Gisele; RICO, Alice; SIMMONS, Robert Lowell; TAFT, Benjamin; TANNER, Huw
Patent: WO2013/175388 A1, 2013 ;
反应条件
hydrogenchloride; sodium nitrite in water
T=0 - 2°C; 0.25 h;
参考文献
Shafran, Yu. M.; Bakulev, V. A.; Mokrushin, V. S.; Alekseev, S. G.
Chemistry of Heterocyclic Compounds (New York, NY, United States), 1984 , vol. 20, # 9 p. 1038 - 1043
Khimiya Geterotsiklicheskikh Soedinenii, 1984 , vol. 20, # 9 p. 1266 - 1270
反应条件
1: orthoformic acid triethyl ester; 2-amino-2-cyanoacetic acid ethyl ester in acetonitrile
T=90°C; 1.5 h;
2: anhydrous cyclopropylamine in ethanol; acetonitrile
T=20 - 45°C;
参考文献
MERCK SHARP and DOHME LIMITED; HOLLINGWORTH, Gregory, John; JONES, A., Brian; SPAREY, Timothy, Jason
Patent: WO2005/49613 A1, 2005 ;
Location in patent: Page/Page column 46 ;
WO 2005/049613 A1
反应条件
1: acetic anhydride / tetrahydrofuran / 21 h / 0 - 55 °C
2: pyridine; Lawesson's reagent / 16 h / 20 - 120 °C
3: acetonitrile / 68 h / 20 °C
View Scheme
参考文献
NOVARTIS AG; BURGER, Matthew; DING, Yu; HAN, Wooseok; NISHIGUCHI, Gisele; RICO, Alice; SIMMONS, Robert Lowell; TANNER, Huw; WAN, Lifeng
Patent: WO2014/33630 A1, 2014 ;
参考文献
He, Xinhua; Wang, Lili; Zheng, Zhibing; Xiao, Junhai; Zhong, Wu; Li, Song
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 1 p. 553 - 557
反应条件
1: 1.) acetonitrile, reflux, 35 min, 2.) reflux, 1 h
2: 1.62 g / 50percent hypophosphorous acid, sodium nitrite / 2 h / -20 °C
3: hydrogen / Pd-C / ethyl acetate / 4 h
View Scheme
参考文献
Brown, Tom; Shaw, Gordon; Durant, Graham J.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1983 , p. 809 - 812
反应条件
1: diethyl ether
2: ethanol
View Scheme
参考文献
Cook et al.
Journal of the Chemical Society, 1947 , p. 1598,1607
