4-甲氧基-7-(3-甲基-1H-1,2,4-噻唑-1-基)-1H-吡咯并[2,3-c]吡啶合成路线 （共 10 条）
反应条件
copper; potassium carbonate
T=170 - 175°C; 12 h;
参考文献
Ueda, Yasutsugu; Connolly, Timothy P.; Kadow, John F.; Meanwell, Nicholas A.; Wang, Tao; Chen, Chung-Pin H.; Yeung, Kap-Sun; Zhang, Zhongxing; Leahy, David Kenneth; Pack, Shawn K.; Soundararajan, Nachimuthu; Sirard, Pierre; Levesque, Kathia; Thoraval, Dominique
Patent: US2005/209246 A1, 2005 ;
Location in patent: Page/Page column 27; 28 ;
反应条件
T=110 - 144°C; 17 h;
参考文献
Bristol-Myers Squibb Company
Patent: US2006/293304 A1, 2006 ;
Location in patent: Page/Page column 31 ;
反应条件
1: nitric acid; sulfuric acid
2: chloro-trimethyl-silane; sodium nitrite
4: sodium methylate; ammonium chloride / copper(l) iodide / tetrahydrofuran
5: hydrogen / 1 wt Pd/C / ethyl acetate
6: trichlorophosphate
7: 4-Me-2-pentanol
View Scheme
参考文献
BRISTOL-MYERS SQUIBB COMPANY; TRIPP, Jonathan Clive; FANFAIR, Dayne Dustan; SCHULTZ, Mitchell J.; MURUGESAN, Saravanababu; FOX, Richard J.; CHEN, Chung-Pin H.; IVY, Sabrina E.; PAYACK, Joseph Francis; DOUBLEDAY, Wendel W.
Patent: WO2012/106189 A1, 2012 ;
反应条件
1: chloro-trimethyl-silane; sodium nitrite
3: sodium methylate; ammonium chloride / copper(l) iodide / tetrahydrofuran
4: hydrogen / 1 wt Pd/C / ethyl acetate
5: trichlorophosphate
6: 4-Me-2-pentanol
View Scheme
参考文献
BRISTOL-MYERS SQUIBB COMPANY; TRIPP, Jonathan Clive; FANFAIR, Dayne Dustan; SCHULTZ, Mitchell J.; MURUGESAN, Saravanababu; FOX, Richard J.; CHEN, Chung-Pin H.; IVY, Sabrina E.; PAYACK, Joseph Francis; DOUBLEDAY, Wendel W.
Patent: WO2012/106189 A1, 2012 ;
反应条件
1: bromine
2: nitric acid; sulfuric acid
3: chloro-trimethyl-silane; sodium nitrite
5: sodium methylate; ammonium chloride / copper(l) iodide / tetrahydrofuran
6: hydrogen / 1 wt Pd/C / ethyl acetate
7: trichlorophosphate
8: 4-Me-2-pentanol
View Scheme
参考文献
BRISTOL-MYERS SQUIBB COMPANY; TRIPP, Jonathan Clive; FANFAIR, Dayne Dustan; SCHULTZ, Mitchell J.; MURUGESAN, Saravanababu; FOX, Richard J.; CHEN, Chung-Pin H.; IVY, Sabrina E.; PAYACK, Joseph Francis; DOUBLEDAY, Wendel W.
Patent: WO2012/106189 A1, 2012 ;
反应条件
2: sodium methylate; ammonium chloride / copper(l) iodide / tetrahydrofuran
3: hydrogen / 1 wt Pd/C / ethyl acetate
4: trichlorophosphate
5: 4-Me-2-pentanol
View Scheme
参考文献
BRISTOL-MYERS SQUIBB COMPANY; TRIPP, Jonathan Clive; FANFAIR, Dayne Dustan; SCHULTZ, Mitchell J.; MURUGESAN, Saravanababu; FOX, Richard J.; CHEN, Chung-Pin H.; IVY, Sabrina E.; PAYACK, Joseph Francis; DOUBLEDAY, Wendel W.
Patent: WO2012/106189 A1, 2012 ;
反应条件
1: sodium methylate; ammonium chloride / copper(l) iodide / tetrahydrofuran
2: hydrogen / 1 wt Pd/C / ethyl acetate
3: trichlorophosphate
4: 4-Me-2-pentanol
View Scheme
参考文献
BRISTOL-MYERS SQUIBB COMPANY; TRIPP, Jonathan Clive; FANFAIR, Dayne Dustan; SCHULTZ, Mitchell J.; MURUGESAN, Saravanababu; FOX, Richard J.; CHEN, Chung-Pin H.; IVY, Sabrina E.; PAYACK, Joseph Francis; DOUBLEDAY, Wendel W.
Patent: WO2012/106189 A1, 2012 ;
反应条件
1: hydrogen / 1 wt Pd/C / ethyl acetate
2: trichlorophosphate
3: 4-Me-2-pentanol
View Scheme
参考文献
BRISTOL-MYERS SQUIBB COMPANY; TRIPP, Jonathan Clive; FANFAIR, Dayne Dustan; SCHULTZ, Mitchell J.; MURUGESAN, Saravanababu; FOX, Richard J.; CHEN, Chung-Pin H.; IVY, Sabrina E.; PAYACK, Joseph Francis; DOUBLEDAY, Wendel W.
Patent: WO2012/106189 A1, 2012 ;
反应条件
1: trichlorophosphate
2: 4-Me-2-pentanol
View Scheme
参考文献
BRISTOL-MYERS SQUIBB COMPANY; TRIPP, Jonathan Clive; FANFAIR, Dayne Dustan; SCHULTZ, Mitchell J.; MURUGESAN, Saravanababu; FOX, Richard J.; CHEN, Chung-Pin H.; IVY, Sabrina E.; PAYACK, Joseph Francis; DOUBLEDAY, Wendel W.
Patent: WO2012/106189 A1, 2012 ;
反应条件
1: With AlCl3, aluminium chloride in nitromethane; dichloromethane
T=20°C; 1.5 h;
2: With ammonium acetate in nitromethane; dichloromethane; water
0.333333 h;
参考文献
Wang, Tao; Zhang, Zhongxing; Meanwell, Nicholas A.; Kadow, John F.; Yin, Zhiwei; Xue, Qiufen May; Regueiro-Ren, Alicia; Matiskella, John D.; Ueda, Yasutsugu
Patent: US2004/110785 A1, 2004 ;
Location in patent: Page 214-216 ;
