8-溴-2-氯-11-乙基-5-甲基-5,11-二氢-6H-二吡啶并[3,2-B:2',3'-E][1,4]二氮杂卓-6-酮合成路线 (共 7 条)
反应条件
NaH in N,N-dimethyl-formamide
参考文献
Simoneau, Bruno
Patent: US2002/28807 A1, 2002 ;
反应条件
1: 80 percent / pyridine / dioxane; cyclohexane / 16 h
2: 60 percent / xylene / 6 h / 165 °C
3: 88 percent / Br2, KOAc, AcOH / 0.25 h
4: 92 percent / sodium hexamethyldisilazide, pyridine / tetrahydrofuran / 0.17 h / 50 °C
5: 1.) NaH / 1.) DMF, 50 deg C, 30 min, 2.) DMF, RT, 1.5 h
View Scheme
参考文献
Cywin, Charles L.; Klunder, Janice M.; Hoermann, MaryAnn; Brickwood, Janice R.; David, Eva; Grob, Peter M.; Schwartz, Racheline; Pauletti, Daniel; Barringer, Kevin J.; Shih, Cheng-Kon; Sorge, Christopher L.; Erickson, David A.; Joseph, David P.; Hattox, Susan E.
Journal of Medicinal Chemistry, 1998 , vol. 41, # 16 p. 2972 - 2984
反应条件
1: 80 percent / pyridine / dioxane; cyclohexane / 16 h
2: 60 percent / xylene / 6 h / 165 °C
3: 88 percent / Br2, KOAc, AcOH / 0.25 h
4: 92 percent / sodium hexamethyldisilazide, pyridine / tetrahydrofuran / 0.17 h / 50 °C
5: 1.) NaH / 1.) DMF, 50 deg C, 30 min, 2.) DMF, RT, 1.5 h
View Scheme
参考文献
Cywin, Charles L.; Klunder, Janice M.; Hoermann, MaryAnn; Brickwood, Janice R.; David, Eva; Grob, Peter M.; Schwartz, Racheline; Pauletti, Daniel; Barringer, Kevin J.; Shih, Cheng-Kon; Sorge, Christopher L.; Erickson, David A.; Joseph, David P.; Hattox, Susan E.
Journal of Medicinal Chemistry, 1998 , vol. 41, # 16 p. 2972 - 2984
反应条件
1: 60 percent / xylene / 6 h / 165 °C
2: 88 percent / Br2, KOAc, AcOH / 0.25 h
3: 92 percent / sodium hexamethyldisilazide, pyridine / tetrahydrofuran / 0.17 h / 50 °C
4: 1.) NaH / 1.) DMF, 50 deg C, 30 min, 2.) DMF, RT, 1.5 h
View Scheme
参考文献
Cywin, Charles L.; Klunder, Janice M.; Hoermann, MaryAnn; Brickwood, Janice R.; David, Eva; Grob, Peter M.; Schwartz, Racheline; Pauletti, Daniel; Barringer, Kevin J.; Shih, Cheng-Kon; Sorge, Christopher L.; Erickson, David A.; Joseph, David P.; Hattox, Susan E.
Journal of Medicinal Chemistry, 1998 , vol. 41, # 16 p. 2972 - 2984
反应条件
1: 88 percent / Br2, KOAc, AcOH / 0.25 h
2: 92 percent / sodium hexamethyldisilazide, pyridine / tetrahydrofuran / 0.17 h / 50 °C
3: 1.) NaH / 1.) DMF, 50 deg C, 30 min, 2.) DMF, RT, 1.5 h
View Scheme
参考文献
Cywin, Charles L.; Klunder, Janice M.; Hoermann, MaryAnn; Brickwood, Janice R.; David, Eva; Grob, Peter M.; Schwartz, Racheline; Pauletti, Daniel; Barringer, Kevin J.; Shih, Cheng-Kon; Sorge, Christopher L.; Erickson, David A.; Joseph, David P.; Hattox, Susan E.
Journal of Medicinal Chemistry, 1998 , vol. 41, # 16 p. 2972 - 2984
反应条件
1: 92 percent / sodium hexamethyldisilazide, pyridine / tetrahydrofuran / 0.17 h / 50 °C
2: 1.) NaH / 1.) DMF, 50 deg C, 30 min, 2.) DMF, RT, 1.5 h
View Scheme
参考文献
Cywin, Charles L.; Klunder, Janice M.; Hoermann, MaryAnn; Brickwood, Janice R.; David, Eva; Grob, Peter M.; Schwartz, Racheline; Pauletti, Daniel; Barringer, Kevin J.; Shih, Cheng-Kon; Sorge, Christopher L.; Erickson, David A.; Joseph, David P.; Hattox, Susan E.
Journal of Medicinal Chemistry, 1998 , vol. 41, # 16 p. 2972 - 2984
反应条件
sodium hydride
1.) DMF, 50 deg C, 30 min, 2.) DMF, RT, 1.5 h; Yield given. Multistep reaction;
参考文献
Cywin, Charles L.; Klunder, Janice M.; Hoermann, MaryAnn; Brickwood, Janice R.; David, Eva; Grob, Peter M.; Schwartz, Racheline; Pauletti, Daniel; Barringer, Kevin J.; Shih, Cheng-Kon; Sorge, Christopher L.; Erickson, David A.; Joseph, David P.; Hattox, Susan E.
Journal of Medicinal Chemistry, 1998 , vol. 41, # 16 p. 2972 - 2984