3-溴-5-甲氧羰基苯甲酸;3-溴-5-羧基苯甲酸甲酯合成路线 (共 8 条)
反应条件
n-Butyl nitrite; copper(ll) bromide in acetonitrile T=0 - 20°C; 3.5 h;
参考文献
BRISTOL-MYERS SQUIBB COMPANY
Patent: WO2006/99352 A1, 2006 ;
Location in patent: Page/Page column 41 ;
WO 2006/099352 A1
反应条件
1: With methanol; sodium hydroxide in tetrahydrofuran T=20°C; 2: With hydrogenchloride in tetrahydrofuran; methanol; water
参考文献
MEDIVIR AB; LUNDBERG, Stina; AYESA, Susana; BELDA, Oscar; DORANGE, Ismet; ERSMARK, Karolina; HAMMER, Kristin; JOHANSSON, Per-Ola; LINDSTROeM, Stefan; ROSENQUIST, Aasa; SAMUELSSON, Bertil; BAeCK, Marcus; KVARNSTROeM, Ingemar; WAaNGSELL, Fredrik; BJOeRKLUND, Katarina
Patent: WO2010/42030 A1, 2010 ;
Location in patent: Page/Page column 66 ;
WO 2010/042030 A1
反应条件
1.1: 1 g / H2 / Pd/C / methanol 2.1: NaNO2; aq. HBr / cooling 2.2: 95 percent / CuBr; aq. HBr / 1.5 h / 0 - 70 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 125, # 34 p. 10241 - 10249
反应条件
1.1: caesium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C 1.2: 20 °C 2.1: lithium hydroxide hydrate; water / tetrahydrofuran / 20 °C View Scheme
参考文献
WO2013/37705 A2, ;
WO 2013/037705 A2
反应条件
1: thionyl chloride / |Reflux 2: ammonia / tetrahydrofuran 3: trichlorophosphate / 100 °C 4: lithium hydroxide hydrate; water / tetrahydrofuran / 20 °C View Scheme
参考文献
WO2013/37705 A2, ;
WO 2013/037705 A2
反应条件
dimethylsulfide borane complex in tetrahydrofuran T=0 - 60°C; 12.5 h;
参考文献
ASTRAZENECA AB; ASTRAZENECA UK LIMITED
Patent: WO2006/40568 A1, 2006 ;
Location in patent: Page/Page column 81 ;
WO 2006/040568 A1
反应条件
1: thionyl chloride / |Reflux
2: ammonia / tetrahydrofuran
3: trichlorophosphate / 100 °C
View Scheme
参考文献
FOVEA PHARMACEUTICALS; FEUTRILL, John; LERICHE, Caroline; MIDDLEMISS, David
Patent: WO2013/37705 A2, 2013 ;
WO 2013/037705 A2
反应条件
HATU in dichloromethane
参考文献
Wu, Yong-Jin; Zhang, Yunhui; Good, Andrew C.; Burton, Catherine R.; Toyn, Jeremy H.; Albright, Charles F.; Macor, John E.; Thompson, Lorin A.
Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 10 p. 2654 - 2660