2-甲基-3-羟基苯甲酸合成路线 (共 39 条)
反应条件
1.1: sodium tetrahydroborate / tetrahydrofuran / 1.08 h / 10 - 17 °C
1.2: 3.5 h / 10 - 15 °C
2.1: trifluoroacetic acid; N-bromosuccinmide / acetonitrile / 0.5 h / -40 - -33 °C / |Inert atmosphere
3.1: N,N-dimethyl-formamide / 2 h / 145 °C / |Inert atmosphere
3.2: 20 h / 95 °C / |Inert atmosphere
4.1: triethylamine / dichloromethane / 1.08 h / 3.8 - 10 °C / |Inert atmosphere
5.1: lithium chloride; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane / 100 °C / |Sealed tube; |Inert atmosphere
6.1: bromine / dichloromethane / 0.5 h / 0 °C
7.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct; triethylamine / ethanol / 0.33 h / 140 °C / |Microwave irradiation
8.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C
View Scheme
参考文献
MERCK SHARP and DOHME CORP.; DING, Fa-Xiang; DONG, Shuzhi; FRIE, Jessica; GU, Xin; JIANG, Jinlong; PASTERNAK, Alexander; TANG, Haifeng; WU, Zhicai; YU, Yang; SUZUKI, Takao
Patent: WO2014/18764 A1, 2014 ;
反应条件
1: With sulfuric acid in water
12 h; Heating / reflux;
2: With sodium carbonate in water
参考文献
Takeda Pharmaceutical Company Limited
Patent: EP1688138 A1, 2006 ;
Location in patent: Page/Page column 112-113 ;
EP 1688138 A1
反应条件
sulfuric acid in ethanol
参考文献
PFIZER INC.; EDWARDS, Martin Paul; KUMPF, Robert Arnold; KUNG, Pei-Pei; MCAPLINE, Indrawan James; NINKOVIC, Sacha; RUI, Eugene Yuanjin; SUTTON, Scott Channing; TATLOCK, John Howard; WYTHES, Martin James; Zehnder, Luke Raymond
Patent: US2014/179667 A1, 2014 ;
Location in patent: Page/Page column ;
参考文献
Yamabe, Haruko; Okuyama, Masahiro; Nakao, Akira; Ooizumi, Mitsuru; Saito, Ken-ichi
Patent: US2003/212094 A1, 2003 ;
反应条件
hydrogenchloride
Esterification; Heating;
参考文献
Peixoto, Christophe; Laurin, Patrick; Klich, Michel; Dupuis-Hamelin, Claudine; Mauvais, Pascale; Lassaigne, Patrice; Bonnefoy, Alain; Musicki, Branislav
Tetrahedron Letters, 2000 , vol. 41, # 11 p. 1741 - 1745
反应条件
in methanol
T=0 - 20°C; 18 h;
参考文献
NOVO NORDISK A/S; Ontogen Corporation
Patent: EP1214324 B1, 2006 ;
Location in patent: Page/Page column 59-60 ;
参考文献
Warner-Lambert Company
Patent: US6133303 A1, 2000 ;
US 6133303 A
参考文献
Novo Nordisk A/S; Ontogen Corporation
Patent: US6410556 B1, 2002 ;
参考文献
Novo Nordisk A/S; Ontogen Corporation
Patent: US6410556 B1, 2002 ;