5-溴-4-氯-7H-吡咯并[2,3-d]嘧啶合成路线 （共 15 条）
反应条件
1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 1.2: -78 - 20 °C 2.1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 1 h / 20 °C 3.1: thionyl chloride / dichloromethane / 20 °C 3.2: pH 4 View Scheme
参考文献
INFINITY PHARMACEUTICALS INC.; INTELLIKINE, LLC; CASTRO, Alfredo, C.; EVANS, Catherine, A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel, A.; TREMBLAY, Martin, R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina
Patent: WO2013/12915 A1, 2013 ;
WO 2013/012915 A1
反应条件
n-butyllithium in tetrahydrofuran T=-78°C;
参考文献
Seela; Thomas
Helvetica Chimica Acta, 1994 , vol. 77, # 4 p. 897 - 903
反应条件
1: 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine With n-butyllithium in tetrahydrofuran; hexanes T=-78°C; 2: methyl chloroformate in tetrahydrofuran; hexanes T=-78 - 20°C;
参考文献
NOVARTIS AG; CHEN, Yen-Liang; DURAISWAMY, Jeyaraj; KONDREDDI, Ravinder Reddy; YIN, Zheng
Patent: WO2010/15637 A1, 2010 ;
Location in patent: Page/Page column 94-95 ;
反应条件
1: 48 percent / 1.) sodium hydride / dimethylformamide / 2.) room temperature, 45 min 2: 38.02 percent / ammonia / methanol / 20 h / Ambient temperature 3: 31.25 percent / ammonia / methanol / 10 h / 125 °C View Scheme
参考文献
Pudlo, Jeffrey S.; Saxena, Naveen K.; Nassiri, M. Reza; Turk, Steven R.; Drach, John C.; Townsend, Leroy B.
Journal of Medicinal Chemistry, 1988 , vol. 31, # 11 p. 2086 - 2092
反应条件
1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere
1.2: -78 - 20 °C
2.1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 1 h / 20 °C
View Scheme
参考文献
INFINITY PHARMACEUTICALS INC.; INTELLIKINE, LLC; CASTRO, Alfredo, C.; EVANS, Catherine, A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel, A.; TREMBLAY, Martin, R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina
Patent: WO2013/12915 A1, 2013 ;
WO 2013/012915 A1
