2-溴-5-氟苯甲酸甲酯合成路线 (共 16 条)
反应条件
in methanol; diethyl ether T=0°C;
参考文献
MERCK and CO., INC.
Patent: WO2009/54925 A1, 2009 ;
Location in patent: Page/Page column 20 ;
反应条件
thionyl chloride 8 h; Heating;
参考文献
Ikeuchi, Yutaka; Taguchi, Takeo; Hanzawa, Yuji
Journal of Organic Chemistry, 2005 , vol. 70, # 11 p. 4354 - 4359
反应条件
1: 2-Bromo-5-fluoro-benzoic acid With potassium carbonate in N,N-dimethyl-formamide T=20°C; 0.0833333 h; 2: methyl iodide in N,N-dimethyl-formamide T=20°C; 22 h;
参考文献
WO2010/135560 A1, ;
Page/Page column 135-136 ;
反应条件
sulfuric acid T=63°C; 10 - 16 h;
参考文献
US2004/220273 A1, ;
Page 16 ;
反应条件
1: sodium carbonate / tris(dibenzylideneacetone)dipalladium(0) / 1,2-dimethoxy-ethane; H2O / 85 °C 2: sodium hydroxide / ethanol / 78 °C View Scheme
参考文献
Epperson, James R.; Bruce, Marc A.; Catt, John D.; Deskus, Jeffrey A.; Hodges, Donald B.; Karageorge, George N.; Keavy, Daniel J.; Mahle, Cathy D.; Mattson, Ronald J.; Ortiz, Astrid A.; Parker, Michael F.; Takaki, Katherine S.; Watson, Brett T.; Yevich, Joseph P.
Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 17 p. 4601 - 4611
参考文献
Pan; Fletcher
Journal of medicinal chemistry, 1965 , vol. 8, # 4 p. 491 - 497
反应条件
1: sodium carbonate / tris(dibenzylideneacetone)dipalladium(0) / 1,2-dimethoxy-ethane; H2O / 85 °C 2: sodium hydroxide / ethanol / 78 °C 3: thionyl chloride / 79 °C View Scheme
参考文献
Epperson, James R.; Bruce, Marc A.; Catt, John D.; Deskus, Jeffrey A.; Hodges, Donald B.; Karageorge, George N.; Keavy, Daniel J.; Mahle, Cathy D.; Mattson, Ronald J.; Ortiz, Astrid A.; Parker, Michael F.; Takaki, Katherine S.; Watson, Brett T.; Yevich, Joseph P.
Bioorganic and Medicinal Chemistry, 2004 , vol. 12, # 17 p. 4601 - 4611
反应条件
1: sodium tetrahydroborate; methanol / tetrahydrofuran / 1 h / 20 °C 2: phosphorus tribromide / ethylene glycol dimethyl ether / 3 h / 0 - 20 °C View Scheme
反应条件
palladium diacetate; potassium carbonate; triphenylphosphine Suzuki Coupling; 5 h; Inert atmosphereReflux;
参考文献
Da, Ya-Jing; Yuan, Wei-Dong; Xin, Ting; Nie, Yong-Yan; Ye, Ying; Yan, Yi-Jia; Liang, Li-Sha; Chen, Zhi-Long
Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 24 p. 7101 - 7111
反应条件
1: With sodium tetrahydroborate; lithium chloride in tetrahydrofuran; ethanol T=20°C; 2: With hydrogenchloride; water in tetrahydrofuran; ethanol 0.166667 h;
参考文献
Liu, Qingyun; Zambrowicz, Brian
Patent: US2009/29993 A1, 2009 ;
US 20090029993 A1