4-溴-3-羟基苯甲酸甲酯合成路线 (共 13 条)
反应条件
sulfuric acid Reflux;
参考文献
Burrows, Andrew D.; Hunter, Sally O.; Mahon, Mary F.; Richardson, Christopher
Chemical Communications, 2013 , vol. 49, # 10 p. 990 - 992
反应条件
1: With sodium nitrite in water T=0°C; 1 h; 2: With copper(I) bromide T=0 - 100°C; 1 h;
参考文献
US2004/97485 A1, ;
Page/Page column 35 ;
US 20040097485 A1
反应条件
thionyl chloride in methanol
反应条件
bromine; acetic acid T=20°C; 18 h;
参考文献
Hinsberger, Stefan; Huesecken, Kristina; Groh, Matthias; Negri, Matthias; Haupenthal, Joerg; Hartmann, Rolf W.
Journal of Medicinal Chemistry, 2013 , vol. 56, # 21 p. 8332 - 8338
反应条件
1: 12 percent / Br2; AcOH 2: 89 percent / H2SO4 View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 50, # 15 p. 3540 - 3560
反应条件
1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C 2: lithium hydroxide hydrate; water / methanol; tetrahydrofuran / 1 h / 20 °C 3: potassium carbonate; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl-formamide / 18 h / 20 °C View Scheme
参考文献
BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; MAIS, Franz-Josef
Patent: WO2014/9219 A1, 2014 ;
反应条件
1.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C 2.1: water; lithium hydroxide hydrate / tetrahydrofuran; methanol / 1 h / 20 °C 2.2: pH 4 / Cooling with ice View Scheme
参考文献
BAYER INTELLECTUAL PROPERTY GMBH; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; KOSEMUND, Dirk; WENGNER, Antje Margret; SIEMEISTER, Gerhard; STÖCKIGT, Detlef; BRUENING, Michael
Patent: WO2013/87579 A1, 2013 ;
反应条件
1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate / water; N,N-dimethyl-formamide / 18 h / 80 °C 2: sodium hydroxide / methanol; tetrahydrofuran / 16 h / 80 °C View Scheme
参考文献
DAINIPPON SUMITOMO PHARMA CO., LTD.; Katayama, Seiji; Hori, Seiji; Hasegawa, Futoshi; Suzuki, Kuniko
Patent: US2013/116227 A1, 2013 ;
反应条件
potassium carbonate in acetone 3 h; Heating / reflux;
参考文献
WYETH
Patent: US2006/287522 A1, 2006 ;
Location in patent: Page/Page column 24 ;
US 20060287522 A1
反应条件
potassium carbonate in acetone T=20°C; 22 h;
参考文献
BAYER INTELLECTUAL PROPERTY GMBH; SCHULZE, Volker; KOSEMUND, Dirk; WENGNER, Antje, Margret; SIEMEISTER, Gerhard; STOeCKIGT, Detlef; LIENAU, Philip; SCHIROK, Hartmut; BRIEM, Hans
Patent: WO2012/143329 A1, 2012 ;
Location in patent: Page/Page column 89 ;
WO 2012/143329 A1