3-溴-5-甲氧基苯甲酸合成路线 (共 12 条)
反应条件
1: With hydrogenchloride in tetrahydrofuran; water T=0°C; 0.5 h; 2: With sodium nitrite in tetrahydrofuran; water 3: With hypophosphorous ether in tetrahydrofuran; water T=20°C;
参考文献
GLAXO GROUP LIMITED
Patent: WO2009/100169 A1, 2009 ;
Location in patent: Page/Page column 131 ;
WO 2009/100169 A1
反应条件
pyridine; potassium permanganate T=75°C; Oxidation; 24 h;
参考文献
Marchais-Oberwinkler, Sandrine; Krachten, Patricia; Frotscher, Martin; Ziegler, Erika; Neugebauer, Alexander; Bhoga, Umadevi; Bey, Emmanuel; Mueller-Vieira, Ursula; Messinger, Josef; Thole, Hubert; Hartmann, Rolf W.
Journal of Medicinal Chemistry, 2008 , vol. 51, # 15 p. 4685 - 4698
反应条件
1: 2-amino-5-bromo-3-(methyloxy)benzoic acid With hydrogenchloride in tetrahydrofuran; water T=0°C; 2: With sodium nitrite in tetrahydrofuran; water 2 h; 3: hypophosphorous ether in tetrahydrofuran; water T=20°C;
参考文献
Glaxo Group Limited
Patent: US2009/203657 A1, 2009 ;
Location in patent: Page/Page column 50 ;
US 20090203657 A1
反应条件
1: With copper(I) bromide in methanol T=110°C; 96 h; 2: With hydrogenchloride in methanol; water
参考文献
WO2009/110985 A2, ;
Page/Page column 109-110 ;
WO 2009/110985 A2
反应条件
1: With sodium hydroxide; water in methanol 6 h; Heating / reflux; 2: With hydrogenchloride in methanol; water
参考文献
WO2007/39736 A1, ;
Page/Page column 65 ;
WO 2007/039736 A1
反应条件
1.1: N-bromosuccinmide / methanol / -5 - 0 °C 2.1: hydrogenchloride / water; tetrahydrofuran / 0.5 h / 0 °C 2.2: 2 h / 0 °C 2.3: 20 °C View Scheme
参考文献
WO2009/100169 A1, ;
WO 2009/100169 A1
参考文献
Journal of the Chemical Society, , p. 461,464
Journal of the Chemical Society, , p. 1027,1030
反应条件
1: 3-bromo-5-methoxybenzoic acid With acetyl chloride; N,N-dimethyl-formamide in dichloromethane T=0 - 20°C; 2: methanol in dichloromethane T=0 - 20°C;
参考文献
RENOVIS, INC.
Patent: WO2009/110985 A2, 2009 ;
Location in patent: Page/Page column 110 ;
WO 2009/110985 A2
反应条件
dimethylsulfide borane complex in tetrahydrofuran T=20 - 65°C; 5 h; Inert atmosphere;
参考文献
BRISTOL-MYERS SQUIBB COMPANY; UNIVERSITE DE MONTREAL; PRIESTLEY, Eldon Scott; POSY, Shoshana L.; TREMBLAY, Francois Tremblay; MARTEL, Alain; MARINIER, Anne
Patent: WO2013/163241 A1, 2013 ;
Location in patent: Paragraph 00152 ;
反应条件
potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in ethylene glycol dimethyl ether; water T=150°C; 0.0833333 h; Microwave irradiation;
参考文献
GLAXO WELLCOME MANUFACTURING PTE LTD; LIN, Hong; LUENGO, Juan Ignacio; SCHULZ, Mark; XIE, Ren; ZENG, Jin
Patent: WO2012/83145 A1, 2012 ;
Location in patent: Page/Page column 44 ;
WO 2012/083145 A1