1-(3,4-二氯-苯基)-3-氮杂双环[3.1.0]己烷-2,4-二酮合成路线 （共 12 条）
反应条件
formamide
T=73 - 145°C; 3.25 h;
参考文献
DOV PHARMACEUTICAL, INC.
Patent: WO2006/23659 A2, 2006 ;
Location in patent: Page/Page column 23-24 ;
反应条件
urea in xylene
Heating;
参考文献
Epstein, Joseph W.; Brabander, Herbert J.; Fanshawe, William J.; Hofmann, Corris M.; McKenzie, Thomas C.; et al.
Journal of Medicinal Chemistry, 1981 , vol. 24, # 5 p. 481 - 490
反应条件
1: 80 percent / NBS, 48percent aq. HBr / CCl4 / Heating
2: 29 percent / NaOEt / diethyl ether / 24 h / Ambient temperature
3: 40 percent / KOH / ethanol; H2O / 6 h / Heating
4: 84 percent / urea / xylene / Heating
View Scheme
参考文献
Epstein, Joseph W.; Brabander, Herbert J.; Fanshawe, William J.; Hofmann, Corris M.; McKenzie, Thomas C.; et al.
Journal of Medicinal Chemistry, 1981 , vol. 24, # 5 p. 481 - 490
反应条件
1: 29 percent / NaOEt / diethyl ether / 24 h / Ambient temperature
2: 40 percent / KOH / ethanol; H2O / 6 h / Heating
3: 84 percent / urea / xylene / Heating
View Scheme
参考文献
Epstein, Joseph W.; Brabander, Herbert J.; Fanshawe, William J.; Hofmann, Corris M.; McKenzie, Thomas C.; et al.
Journal of Medicinal Chemistry, 1981 , vol. 24, # 5 p. 481 - 490
反应条件
1: 40 percent / KOH / ethanol; H2O / 6 h / Heating
2: 84 percent / urea / xylene / Heating
View Scheme
参考文献
Epstein, Joseph W.; Brabander, Herbert J.; Fanshawe, William J.; Hofmann, Corris M.; McKenzie, Thomas C.; et al.
Journal of Medicinal Chemistry, 1981 , vol. 24, # 5 p. 481 - 490
反应条件
1.1: water; sulfuric acid / 60 - 65 °C / Industry scale
1.2: 3.5 h / 50 - 98 °C
2.1: 1,3-dibromo-5,5-dimethyl-hydantoin / 1,2-dichloro-ethane / 7.5 h / 80 - 90 °C / Industry scale
3.1: potassium methanolate / toluene / -5 - 10 °C / Inert atmosphere; Industry scale
4.1: sodium hydroxide / isopropyl alcohol; methanol / 20 - 60 °C / Industry scale
4.2: 30 - 35 °C / Industry scale
5.1: urea / xylene / 6 h / Reflux
View Scheme
参考文献
EUTHYMIC BIOSCIENCE, INC.; MCKINNEY, Anthony, Alexander; BYMASTER, Frank; PISKORSKI, Walter
Patent: WO2012/75473 A1, 2012 ;
反应条件
1.1: sodium hydroxide / isopropyl alcohol; methanol / 20 - 60 °C / Industry scale
1.2: 30 - 35 °C / Industry scale
2.1: urea / xylene / 6 h / Reflux
View Scheme
参考文献
EUTHYMIC BIOSCIENCE, INC.; MCKINNEY, Anthony, Alexander; BYMASTER, Frank; PISKORSKI, Walter
Patent: WO2012/75473 A1, 2012 ;
反应条件
1.1: potassium methanolate / toluene / -5 - 10 °C / Inert atmosphere; Industry scale
2.1: sodium hydroxide / isopropyl alcohol; methanol / 20 - 60 °C / Industry scale
2.2: 30 - 35 °C / Industry scale
3.1: urea / xylene / 6 h / Reflux
View Scheme
参考文献
EUTHYMIC BIOSCIENCE, INC.; MCKINNEY, Anthony, Alexander; BYMASTER, Frank; PISKORSKI, Walter
Patent: WO2012/75473 A1, 2012 ;
反应条件
1.1: 1,3-dibromo-5,5-dimethyl-hydantoin / 1,2-dichloro-ethane / 7.5 h / 80 - 90 °C / Industry scale
2.1: potassium methanolate / toluene / -5 - 10 °C / Inert atmosphere; Industry scale
3.1: sodium hydroxide / isopropyl alcohol; methanol / 20 - 60 °C / Industry scale
3.2: 30 - 35 °C / Industry scale
4.1: urea / xylene / 6 h / Reflux
View Scheme
参考文献
EUTHYMIC BIOSCIENCE, INC.; MCKINNEY, Anthony, Alexander; BYMASTER, Frank; PISKORSKI, Walter
Patent: WO2012/75473 A1, 2012 ;
反应条件
borane in tetrahydrofuran
T=100°C; 1 h;
参考文献
Epstein, Joseph W.; Brabander, Herbert J.; Fanshawe, William J.; Hofmann, Corris M.; McKenzie, Thomas C.; et al.
Journal of Medicinal Chemistry, 1981 , vol. 24, # 5 p. 481 - 490
