2-溴-5-甲氧基苯甲酸甲酯合成路线 (共 29 条)
反应条件
tetrakis(triphenylphosphine) palladium(0) in N,N-dimethyl-formamide T=180°C; 0.0833333 h; Microwave irradiation;
参考文献
MERCK and CO., INC.
Patent: WO2007/56210 A2, 2007 ;
Location in patent: Page/Page column 47-48 ;
WO 2007/056210 A2
反应条件
N,N,N',N,-tetramethylethylenediamine; palladium diacetate; sodium carbonate; 1,2-bis-(diphenylphosphino)ethane; potassium iodide in N,N-dimethyl-formamide T=130°C; 22 h; Inert atmosphere;
参考文献
Zheng, Shuyan; Yu, Chunhui; Shen, Zhengwu
Organic Letters, 2012 , vol. 14, # 14 p. 3644 - 3647
反应条件
palladium diacetate; sodium carbonate in isobutyramide T=110°C; 36 h; Inert atmosphere;
参考文献
Powers, James J.; Favor, David A.; Rankin, Trent; Sharma, Rashmi; Pandit, Chetan; Jeganathan, Azhwarsamy; Maiti, Samarendra N.
Tetrahedron Letters, 2009 , vol. 50, # 12 p. 1267 - 1269
反应条件
1: 2-Bromo-5-methoxy benzoic acid methyl ester; copper (I) cyanide in N,N-dimethyl-formamide T=140°C; 0.5 h; 2: potassium cyanide in water T=50°C; 1 h; Product distribution / selectivity;
参考文献
PFIZER PRODUCTS INC.
Patent: WO2008/20306 A2, 2008 ;
Location in patent: Page/Page column 26 ;
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
1: sodium carbonate / tris(dibenzylideneacetone)dipalladium(0) / 1,2-dimethoxy-ethane; H2O / 16 h / 85 °C 2: sodium hydroxide / ethanol / 78 °C 3: thionyl chloride / 6 h / 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
lithium aluminium tetrahydride in tetrahydrofuran T=0°C; Reduction; 40 h;
参考文献
Stara, Irena G.; Stary, Ivo; Kollarovic, Adrian; Teply, Filip; Saman, David; Fiedler, Pavel
Tetrahedron, 1998 , vol. 54, # 37 p. 11209 - 11234
反应条件
1.1: tetrakis(triphenylphosphine) palladium(0); sodium carbonate / 1,4-dioxane; water / 0.42 h / 120 °C / Sealed; Irradiation 2.1: water; lithium hydroxide hydrate / tetrahydrofuran / 40 °C 2.2: pH 7 View Scheme
参考文献
Mehta, Vaibhav P.; Modha, Sachin G.; Ruijter, Eelco; Van Hecke, Kristof; Van Meervelt, Luc; Pannecouque, Christophe; Balzarini, Jan; Orru, Romano V. A.; Van Der Eycken, Erik
Journal of Organic Chemistry, 2011 , vol. 76, # 8 p. 2828 - 2839
反应条件
caesium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in 1,4-dioxane; water
T=110°C; 16 h;
参考文献
SCHERING CORPORATION
Patent: WO2009/14637 A2, 2009 ;
Location in patent: Page/Page column 70 ;
WO 2009/014637 A2
反应条件
NiCl2((PPh3)P)2 in N,N-dimethyl-formamide
T=55°C;
参考文献
Shen, Zhongqi; Siva Ramamoorthy; Hatzenbuhler, Nicole T.; Evrard, Deborah A.; Childers, Wayne; Harrison, Boyd L.; Chlenov, Michael; Hornby, Geoffrey; Smith, Deborah L.; Sullivan, Kelly M.; Schechter, Lee E.; Andree, Terrance H.
Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 1 p. 222 - 227