5-氰基-1-甲基-1H-吡咯-2-硼酸合成路线 (共 9 条)
反应条件
1: With tri-isopropoxy-borane; lithium diisopropyl amide in tetrahydrofuran
T=-4 - 13°C; 2 h;
2: With hydrogenchloride; water in tetrahydrofuran
参考文献
WYETH
Patent: WO2005/105817 A2, 2005 ;
Location in patent: Page/Page column 24 ;
反应条件
1: With sodium hydroxide; water in ethyl acetate
T=0 - 20°C;
2: With hydrogenchloride in water
T=7°C; pH=2 - 3;
参考文献
Wyeth
Patent: US2007/27125 A1, 2007 ;
Location in patent: Page/Page column 11 ;
反应条件
1: acetonitrile / -78 °C
2: lithium diisopropyl amide / tetrahydrofuran / -78 °C
View Scheme
参考文献
McComas, Casey; Cohen, Jeffrey; Huselton, Christine; Marella, Michael; Melenski, Edward; Mugford, Cheryl; Slayden, Ov; Winneker, Richard; Wrobel, Jay; Yudt, Matthew R.; Fensome, Andrew
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 23 p. 7119 - 7122
反应条件
potassium fluoride; tris(dibenzylideneacetone)dipalladium(0) chloroform complex; tri-tert-butyl phosphine in tetrahydrofuran; hexane
T=25°C; 5 h;
参考文献
Wyeth
Patent: US2006/9509 A1, 2006 ;
Location in patent: Page/Page column 9 ;
US 20060009509 A1
反应条件
1: With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0) in tetrahydrofuran
0.166667 h;
2: With tri-tert-butyl phosphine in tetrahydrofuran; hexanes
T=25°C; 5 h;
参考文献
McComas, Casey; Cohen, Jeffrey; Huselton, Christine; Marella, Michael; Melenski, Edward; Mugford, Cheryl; Slayden, Ov; Winneker, Richard; Wrobel, Jay; Yudt, Matthew R.; Fensome, Andrew
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 23 p. 7119 - 7122
反应条件
1: With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0) in tetrahydrofuran
0.166667 h;
2: With tri-tert-butyl phosphine in tetrahydrofuran; hexanes
T=25°C; 5 h;
参考文献
McComas, Casey; Cohen, Jeffrey; Huselton, Christine; Marella, Michael; Melenski, Edward; Mugford, Cheryl; Slayden, Ov; Winneker, Richard; Wrobel, Jay; Yudt, Matthew R.; Fensome, Andrew
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 23 p. 7119 - 7122
反应条件
1: With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0) in tetrahydrofuran
0.166667 h;
2: With tri-tert-butyl phosphine in tetrahydrofuran; hexanes
T=25°C; 16 h;
参考文献
Wyeth
Patent: US2007/27201 A1, 2007 ;
Location in patent: Page/Page column 18 ;
US 20070027201 A1
反应条件
1: With potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0) in tetrahydrofuran
0.166667 h;
2: With tri-tert-butyl phosphine in tetrahydrofuran; hexanes
T=25°C; 16 h;
参考文献
Wyeth
Patent: US2007/27201 A1, 2007 ;
Location in patent: Page/Page column 19 ;
US 20070027201 A1
反应条件
potassium fluoride; tris-(dibenzylideneacetone)dipalladium(0); tri-tert-butyl phosphine in tetrahydrofuran
参考文献
McComas, Casey; Cohen, Jeffrey; Huselton, Christine; Marella, Michael; Melenski, Edward; Mugford, Cheryl; Slayden, Ov; Winneker, Richard; Wrobel, Jay; Yudt, Matthew R.; Fensome, Andrew
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 23 p. 7119 - 7122