2,4-二氯-7-甲基-7H-吡咯并[2,3-d]嘧啶合成路线 (共 6 条)
反应条件
N-bromosuccinmide in N,N-dimethyl-formamide T=0°C; 0.5 h;
参考文献
VERNALIS (R and D) LTD.
Patent: WO2009/37467 A1, 2009 ;
Location in patent: Page/Page column 27-28; 14 ;
WO 2009/037467 A1
反应条件
1: 2,4-dichloro-1H-pyrrololt;2,3-dgt;pyrimidine With sodium hydride in tetrahydrofuran
T=0°C; 0.5 h;
2: methyl iodide in tetrahydrofuran
T=0 - 20°C;
参考文献
Xie, Hui; Zeng, Lili; Zeng, Shaogao; Lu, Xin; Zhang, Guicheng; Zhao, Xin; Cheng, Na; Tu, Zhengchao; Li, Zhiyuan; Xu, Hongjiang; Yang, Ling; Zhang, Xiquan; Huang, Min; Zhao, Junling; Hu, Wenhui
European Journal of Medicinal Chemistry, 2012 , vol. 52, p. 205 - 212
反应条件
potassium hydroxide in dimethyl sulfoxide
T=20°C; 1 h;
参考文献
VERNALIS (R and D) LTD.
Patent: WO2009/37467 A1, 2009 ;
Location in patent: Page/Page column 16-17; 13 ;
WO 2009/037467 A1
反应条件
1: 1.) SbCl3, 2.) tert-butyl nitrite / 1.) 1,2-dichloroethane, 5 min, -10 deg C, 2.) 3 h, -10 deg C
2: 71 percent / benzyltriethylammonium chloride/50percent NaOH / CH2Cl2; 1,2-dimethoxy-ethane / 0.5 h
View Scheme
参考文献
Seela, Frank; Driller, Hansjuergen
Liebigs Annalen der Chemie, 1984 , # 4 p. 722 - 733
反应条件
1.1: sodium ethanolate / ethanol / 0.08 h / 5 - 10 °C
1.2: 80 °C
1.3: 20 °C
2.1: N-ethyl-N,N-diisopropylamine; trichlorophosphate / toluene / 70 - 80 °C
3.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
3.2: 0 - 20 °C
View Scheme
参考文献
Xie, Hui; Zeng, Lili; Zeng, Shaogao; Lu, Xin; Zhang, Guicheng; Zhao, Xin; Cheng, Na; Tu, Zhengchao; Li, Zhiyuan; Xu, Hongjiang; Yang, Ling; Zhang, Xiquan; Huang, Min; Zhao, Junling; Hu, Wenhui
European Journal of Medicinal Chemistry, 2012 , vol. 52, p. 205 - 212
反应条件
1.1: N-ethyl-N,N-diisopropylamine; trichlorophosphate / toluene / 70 - 80 °C
2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C
2.2: 0 - 20 °C
View Scheme
参考文献
Xie, Hui; Zeng, Lili; Zeng, Shaogao; Lu, Xin; Zhang, Guicheng; Zhao, Xin; Cheng, Na; Tu, Zhengchao; Li, Zhiyuan; Xu, Hongjiang; Yang, Ling; Zhang, Xiquan; Huang, Min; Zhao, Junling; Hu, Wenhui
European Journal of Medicinal Chemistry, 2012 , vol. 52, p. 205 - 212