2-溴-5-羟基苯甲酸甲酯合成路线 （共 7 条）
反应条件
1: With boron tribromide in dichloromethane T=-78 - 20°C; 2: With methanol in dichloromethane Cooling with ice;
参考文献
BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; KAST, Raimund; GRIEBENOW, Nils; MEIER, Heinrich; KOLKHOF, Peter; ALBRECHT-KUePPER, Barbara; NITSCHE, Adam; STASCH, Johannes-Peter; SCHNEIDER, Dirk; TEUSCH, Nicole; RUDOLPH, Joachim; WHELAN, James; BULLOCK, William; PLEASIC-WILLIAMS, Susan
Patent: WO2010/20363 A1, 2010 ;
Location in patent: Page/Page column 94-95 ;
反应条件
bromine in dichloromethane T=20°C; 4 h;
参考文献
BANYU PHARMACEUTICAL CO., LTD.
Patent: EP1795527 A1, 2007 ;
Location in patent: Page/Page column 90 ;
EP 1795527 A1
反应条件
1: 2-bromo-5-methoxy benzoic acid With boron tribromide in dichloromethane T=-78 - 20°C; 2: methanol in dichloromethane T=20°C; 0.5 h; 3: With sulfuric acid in dichloromethane T=50°C;
参考文献
TANABE SEIYAKU CO., LTD.
Patent: WO2005/61440 A1, 2005 ;
Location in patent: Page/Page column 21; 26-27 ;
反应条件
1: thionyl chloride / 12.5 h / 0 - 65 °C / Inert atmosphere 2: boron tribromide / dichloromethane / 24 h / -78 - 0 °C / Inert atmosphere View Scheme
参考文献
GLAXOSMITHKLINE LLC; DE LA ROSA, Martha Alicia; HAYDAR, Simon, N.; JOHNS, Brian Alvin; VELTHUISEN, Emile Johann
Patent: WO2012/102985 A1, 2012 ;
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: methyl 2‐bromo‐5‐hydroxybenzoate With sodium hydride in DMF (N,N-dimethyl-formamide)
T=0 - 20°C; 1 h;
2: ethyl iodide in DMF (N,N-dimethyl-formamide)
T=0 - 20°C; 3 h; Product distribution / selectivity;
参考文献
TANABE SEIYAKU CO., LTD.
Patent: WO2005/61440 A1, 2005 ;
Location in patent: Page/Page column 27 ;
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
