3,4-二氢-9-羟基-[1]苯并噻吩并[2,3-f]-1,4-硫氮杂卓-5(2H)-酮合成路线 (共 5 条)
反应条件
boron tribromide in dichloromethane T=-20 - 0°C; 2.5 h;
参考文献
UNIVERSITY OF PITTSBURGH - OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; WIPF, Peter; WANG, Qiming, Jan
Patent: WO2012/78859 A2, 2012 ;
Location in patent: Page/Page column 50-51 ;
反应条件
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 13.5 h / 20 - 70 °C 2: boron tribromide / dichloromethane / 2.5 h / -20 - 0 °C View Scheme
参考文献
UNIVERSITY OF PITTSBURGH - OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; WIPF, Peter; WANG, Qiming, Jan
Patent: WO2012/78859 A2, 2012 ;
反应条件
1: triethylamine / 12 h / Reflux 2: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 13.5 h / 20 - 70 °C 3: boron tribromide / dichloromethane / 2.5 h / -20 - 0 °C View Scheme
参考文献
UNIVERSITY OF PITTSBURGH - OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; WIPF, Peter; WANG, Qiming, Jan
Patent: WO2012/78859 A2, 2012 ;
反应条件
1: thionyl chloride; pyridine / N,N-dimethyl-formamide / chlorobenzene / 22 h / 120 °C / Inert atmosphere 2: triethylamine / 12 h / Reflux; Inert atmosphere 3: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 13.5 h / 20 - 70 °C / Inert atmosphere 4: boron tribromide / dichloromethane / 2.5 h / -20 - 0 °C / Inert atmosphere View Scheme
参考文献
Bravo-Altamirano, Karla; George, Kara M.; Frantz, Marie-Celine; Lavalle, Courtney R.; Tandon, Manuj; Leimgruber, Stephanie; Sharlow, Elizabeth R.; Lazo, John S.; Wang, Q. Jane; Wipf, Peter
ACS Medicinal Chemistry Letters, 2011 , vol. 2, # 2 p. 154 - 159
反应条件
1.1: sodium hydroxide / ethanol; water / 0.08 h / Inert atmosphere 1.2: 14 h / 20 °C / Inert atmosphere 2.1: thionyl chloride; pyridine / N,N-dimethyl-formamide / chlorobenzene / 22 h / 120 °C / Inert atmosphere 3.1: triethylamine / 12 h / Reflux; Inert atmosphere 4.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / N,N-dimethyl-formamide / 13.5 h / 20 - 70 °C / Inert atmosphere 5.1: boron tribromide / dichloromethane / 2.5 h / -20 - 0 °C / Inert atmosphere View Scheme
参考文献
Bravo-Altamirano, Karla; George, Kara M.; Frantz, Marie-Celine; Lavalle, Courtney R.; Tandon, Manuj; Leimgruber, Stephanie; Sharlow, Elizabeth R.; Lazo, John S.; Wang, Q. Jane; Wipf, Peter
ACS Medicinal Chemistry Letters, 2011 , vol. 2, # 2 p. 154 - 159