4-溴-2,6-二氟苯甲酸合成路线 （共 21 条）
反应条件
1.1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 2.5 h / 20 °C 1.2: 3 h / 0 °C 2.1: magnesium sulfate; sodium hydride / dimethyl sulfoxide / 0.5 h 2.2: 48 h 3.1: iron; acetic acid / water; ethanol / 3 h / |Reflux 4.1: potassium carbonate / ethanol / 0.5 h / 20 °C View Scheme
参考文献
CROWN BIOSCIENCE INC. (TAICANG); ZHONG, Boyu; SHIH, Chuan; YUAN, Hongbin; ZHOU, Feng
Patent: WO2014/32498 A1, 2014 ;
反应条件
sulfuric acid Reflux;
参考文献
MERCK SHARP and DOHME CORP; COBURN, Craig, A.; ROSENBLUM, Stuart, B.; KOZLOWSKI, Joseph, A.; SOLL, Richard; WU, Hao; HU, Bin; ZHONG, Bin; WANG, Dahai; SHEN, Changmao; SUN, Fei
Patent: WO2012/125926 A2, 2012 ;
Location in patent: Page/Page column 82-83 ;
反应条件
thionyl chloride in methanol 3 h; Reflux;
参考文献
MERCK SHARP and DOHME CORP.; COBURN, Craig, A.; ROSENBLUM, Stuart, B.; KOZLOWSKI, Joseph, A.; SOLL, Richard; WU, Hao; HU, Bin; ZHONG, Bin; WANG, Dahai; SHEN, Changmao; SUN, Fei
Patent: WO2012/122716 A1, 2012 ;
Location in patent: Page/Page column 101-102 ;
反应条件
in methanol; diethyl ether; dichloromethane T=20°C;
参考文献
SMITHKLINE BEECHAM CORPORATION
Patent: US2010/305133 A1, 2010 ;
Location in patent: Page/Page column 34 ;
反应条件
potassium carbonate in acetone T=50°C;
参考文献
Kelly, Michael G.; Kincaid, John; Duncton, Matthew; Sahasrabudhe, Kiran; Janagani, Satyanarayana; Upasani, Ravindra B.; Wu, Guoxian; Fang, Yunfeng; Wei, Zhi-Liang
Patent: US2006/194801 A1, 2006 ;
Location in patent: Page/Page column 45-46 ;
反应条件
potassium carbonate in acetone T=50°C; 16 h;
参考文献
GLAXOSMITHKLINE LLC; AXTEN, Jeffrey, Michael; BRADY, Gerald, Patrick, Jr.; GALLAGHER, Timothy, Francis; HEERDING, Dirk, A.; MEDINA, Jesus, Raul; ROMERIL, Stuart, Paul
Patent: WO2010/120854 A1, 2010 ;
Location in patent: Page/Page column 72 ;
WO 2010/120854 A1
反应条件
1: sulfuric acid / Reflux 2: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct / 1,4-dioxane / 2 h / 70 °C View Scheme
参考文献
BOEHRINGER INGELHEIM INTERNATIONAL GMBH
Patent: US2012/28952 A1, 2012 ;
反应条件
potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in 1,4-dioxane T=80°C; 21 h;
参考文献
Bristol-Myers Squibb Company
Patent: US2009/75995 A1, 2009 ;
Location in patent: Page/Page column 67 ;
反应条件
1: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine in acetonitrile 2: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-4',4',5',5'-tetramethyl-1,3,2-dioxaborolane in 2-methyl tetrahydrofuran 3: With hydrogenchloride; sodium periodate in 2-methyl tetrahydrofuran; water
参考文献
Zhu, Jason; Razler, Thomas M.; Xu, Zhongmin; Conlon, David A.; Sortore, Eric W.; Fritz, Alan W.; Demerzhan, Roman; Sweeney, Jason T.
Organic Process Research and Development, 2011 , vol. 15, # 2 p. 438 - 442
反应条件
1: With isopropyloxycarbonylchloride; triethylamine in tetrahydrofuran T=-20 - -10°C; 1.66667 h; 2: With sodium tetrahydroborate in tetrahydrofuran; water T=20°C; 4 h;
参考文献
Hattori, Yoshihide; Asano, Tomoyuki; Niki, Yoko; Kondoh, Hirofumi; Kirihata, Mitsunori; Yamaguchi, Yoshihiro; Wakamiya, Tateaki
Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 10 p. 3258 - 3262
