6-溴-3-甲基-1,3-二氢-吲哚-2-酮合成路线 （共 7 条）
反应条件
1: 1.) NaH / 1.) THF, 0 deg C, 10 min, 2.) THF, RT, 2 h 2: 98 percent / 1 N aq. NaOH / ethanol / 1 h / Ambient temperature 3: 73 percent / sodium bis(2-methoxyethoxy)aluminum hydride / toluene / 0.25 h / 85 °C View Scheme
参考文献
Atwal, Karnail S.; Ferrara, Francis N.; Ding, Charles Z.; Grover, Gary J.; Sleph, Paul G.; Dzwonczyk, Steven; Baird, Anne J.; Normandin, Diane E.
Journal of Medicinal Chemistry, 1996 , vol. 39, # 1 p. 304 - 313
反应条件
sulfuric acid; zinc in ethanol; water
T=90°C;
参考文献
Bender, David Michael; Forman, Scott Louis; Jones, Winton Dennis; Smith, Daryl Lynn; Zarrinmayeh, Hamideh; Zimmerman, Dennis Michael
Patent: US2003/225127 A1, 2003 ;
Location in patent: Page 14 ;
反应条件
1: methyl malonic acid diethylester With sodium hydride in dimethyl sulfoxide
T=20°C; 1.5 h;
2: 1,4-dibromo-2-nitrobenzene in dimethyl sulfoxide
T=100°C; 5 h;
3: With hydrogenchloride; tin in ethanol; water
2 h; Reflux;
参考文献
Sato Pharmaceutical Co., Ltd.; NAGAI Keita; NAGASAWA Koh; TAKAHASHI Hirobumi; BABA Motoaki; FUJIOKA Shinichi; KONDOH Eri; TANAKA Kenichi; ITOH Yoshiki
Patent: EP2669270 A1, 2013 ;
Location in patent: Paragraph 0566-0567 ;
反应条件
sulfuric acid in 1,4-dioxane
参考文献
Atwal, Karnail S.; Ferrara, Francis N.; Ding, Charles Z.; Grover, Gary J.; Sleph, Paul G.; Dzwonczyk, Steven; Baird, Anne J.; Normandin, Diane E.
Journal of Medicinal Chemistry, 1996 , vol. 39, # 1 p. 304 - 313
反应条件
sulfuric acid; water; trifluoroacetic acid
T=80°C; 6 h;
参考文献
AMGEN INC.
Patent: WO2009/158011 A1, 2009 ;
Location in patent: Page/Page column 34-35 ;
WO 2009/158011 A1
反应条件
1: 51 percent / N-bromophthalimide / benzene
2: 98 percent / H2SO4 / dioxane
View Scheme
参考文献
Atwal, Karnail S.; Ferrara, Francis N.; Ding, Charles Z.; Grover, Gary J.; Sleph, Paul G.; Dzwonczyk, Steven; Baird, Anne J.; Normandin, Diane E.
Journal of Medicinal Chemistry, 1996 , vol. 39, # 1 p. 304 - 313
反应条件
1: 1.) NaH / 1.) THF, 0 deg C, 10 min, 2.) THF, RT, 2 h
2: 98 percent / 1 N aq. NaOH / ethanol / 1 h / Ambient temperature
View Scheme
参考文献
Atwal, Karnail S.; Ferrara, Francis N.; Ding, Charles Z.; Grover, Gary J.; Sleph, Paul G.; Dzwonczyk, Steven; Baird, Anne J.; Normandin, Diane E.
Journal of Medicinal Chemistry, 1996 , vol. 39, # 1 p. 304 - 313
