3-(4-溴-苯基)-4-氰基-5-乙基-1-甲基-1H-吡咯-2-羧酸乙酯合成路线 （共 5 条）
反应条件
1: 4-cyano-5-ethyl-3-iodo-1-methyl-1H-pyrrole-2-carboxylic acid ethyl ester With triphenylphosphine; palladium diacetate in n-heptane
T=20 - 80°C;
2: para-bromophenylboronic acid With sodium carbonate in n-heptane; water
T=84.5°C; 5.5 h;
参考文献
ELI LILLY AND COMPANY
Patent: WO2005/40110 A1, 2005 ;
Location in patent: Page/Page column 258-259 ;
反应条件
potassium carbonate in water; acetone
T=30°C; 14 h; Industry scale;
参考文献
ELI LILLY AND COMPANY
Patent: WO2005/40110 A1, 2005 ;
Location in patent: Page/Page column 258 ;
反应条件
1,4-diaza-bicyclo[2.2.2]octane in N,N-dimethyl-formamide
T=90 - 92°C; 24 h;
参考文献
Laurila, Michael L.; Magnus, Nicholas A.; Staszak, Michael A.
Organic Process Research and Development, 2009 , vol. 13, # 6 p. 1199 - 1201
反应条件
1.1: potassium tert-butylate / tetrahydrofuran / 4 h / 15 - 38 °C / |Inert atmosphere
2.1: sodium nitrite / tetrahydrofuran; acetic acid; water / 3 h / 6 - 9 °C / |Large scale
3.1: zinc / acetic acid; water; ethanol / 2.25 h / -5 - 20 °C / |Inert atmosphere
3.2: 16 h / -9 - 20 °C
4.1: potassium carbonate / water; acetone / 4.2 h / 30 - 34.1 °C / |Inert atmosphere
View Scheme
参考文献
Magnus, Nicholas A.; Staszak, Michael A.; Udodong, Uko E.; Wepsiec, James P.
Organic Process Research and Development, 2006 , vol. 10, # 5 p. 899 - 904
反应条件
1.1: sodium nitrite / tetrahydrofuran; acetic acid; water / 3 h / 6 - 9 °C / |Large scale
2.1: zinc / acetic acid; water; ethanol / 2.25 h / -5 - 20 °C / |Inert atmosphere
2.2: 16 h / -9 - 20 °C
3.1: potassium carbonate / water; acetone / 4.2 h / 30 - 34.1 °C / |Inert atmosphere
View Scheme
参考文献
Magnus, Nicholas A.; Staszak, Michael A.; Udodong, Uko E.; Wepsiec, James P.
Organic Process Research and Development, 2006 , vol. 10, # 5 p. 899 - 904
