3,5-二甲基-4-羟基苯甲腈合成路线 （共 25 条）
反应条件
1: 4-hydroxy-3,5-dimethyl-benzonitrile With sodium hydride in 1,4-dioxane 0.0333333 h; 2: With 1-methyl-pyrrolidin-2-one in 1,4-dioxane 0.166667 h; 3: 4-(5-bromo-4,6-dichloropyrimidin-2-ylamino)benzonitrile in 1,4-dioxane T=155°C; 16 h;
参考文献
TIBOTEC PHARMACEUTICALS LTD.
Patent: WO2006/94930 A1, 2006 ;
Location in patent: Page/Page column 19 ;
反应条件
1: 4-hydroxy-3,5-dimethyl-benzonitrile With potassium carbonate; potassium iodide in 1-methyl-pyrrolidin-2-one T=0 - 5°C; 0.166667 h; Inert atmosphere; 2: BCAPBN in 1-methyl-pyrrolidin-2-one T=10 - 120°C; 26.5 h; Inert atmosphere; TimeTemperatureReagent/catalystConcentration;
参考文献
ASSIA CHEMICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; MAJER, Maja, Sepelj; KRIZMANIC, Irena; VRBANEC, Gordana
Patent: WO2013/59572 A1, 2013 ;
Location in patent: Page/Page column 15; 16 ;
反应条件
1: 5-bromo-2,6-dichloro-pyrimidin-4-ylamine With sodium hydride in isobutyramide; mineral oil T=0 - 5°C; 0.333333 h; Inert atmosphere; 2: 4-hydroxy-3,5-dimethyl-benzonitrile in isobutyramide; mineral oil T=10 - 80°C; 19.5 h; 3: p-aminobenzonitrile
参考文献
ASSIA CHEMICAL INDUSTRIEW LTD.; TEVA PHARMACEUTICALS USA, INC.; SEPELJ MAJER, Maja; KRIZMANIC, Irena; SEPAC, Dragan
Patent: WO2012/170647 A1, 2012 ;
Location in patent: Page/Page column 20-21 ;
反应条件
1.1: sodium hydroxide / water; acetone / 3 - 30 °C 1.2: 0.17 h / 10 °C / Inert atmosphere 1.3: 2 h / 10 °C 2.1: ammonia / 1-methyl-pyrrolidin-2-one; water / 19 h / 120 °C 3.1: bromine / propan-1-ol / 5 - 20 °C 3.2: 0 - 20 °C View Scheme
参考文献
Gurjar, Mukund Keshav; Maikap, Golakchandra Sudarshan; Joshi, Shashikant Gangaram; Pardeshi, Devising Rameshing; Kamble, Mangesh Gorakhanath; Mehta, Samit Satish
Patent: US2011/196156 A1, 2011 ;
反应条件
1: cesium fluoride / toluene / 24 h / 50 °C
2: tris-(dibenzylideneacetone)dipalladium(0); t-Bu Brett Phos; cesium fluoride / toluene / 0.5 h / 180 °C / |Microwave irradiation
View Scheme
参考文献
Wannberg, Johan; Wallinder, Charlotta; Uenluesoy, Meltem; Skoeld, Christian; Larhed, Mats
Journal of Organic Chemistry, 2013 , vol. 78, # 8 p. 4184 - 4189
