4-氯-7H-吡咯[2,3-d]嘧啶-5-甲腈合成路线 (共 6 条)
反应条件
thionyl chloride in dichloromethane T=20°C;
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 ;
Location in patent: Paragraph 00942 ;
WO 2013/012915 A1
反应条件
1: 5-bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine With n-butyllithium in tetrahydrofuran T=-78°C; 1 h; Inert atmosphere; 2: p-toluenesulphonyl cyanide in tetrahydrofuran T=-78 - 20°C;
参考文献
WO2012/80735 A1, ;
Page/Page column 12; 44 ;
WO 2012/080735 A1
反应条件
n-butyllithium in tetrahydrofuran; methanol; dichloromethane
反应条件
1: n-Bu3SnCN With tetrakis(triphenylphosphine) palladium(0) in anhydrous dichloroethane 0.5 h; Inert atmosphereReflux; 2: 4-Chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine in anhydrous dichloroethane 24 h; RefluxInert atmosphere;
参考文献
WO2010/15637 A1, ;
Page/Page column 96 ;
反应条件
1.1: N-bromosuccinmide / dichloromethane / 3 h / 20 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 2.2: -78 - 20 °C 3.1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 1 h / 20 °C 4.1: thionyl chloride / dichloromethane / 20 °C 4.2: pH 4 View Scheme
参考文献
WO2011/146882 A1, ;
WO 2011/146882 A1
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
WO2011/146882 A1, ;
WO 2011/146882 A1