2-羟基-3-硝基-5-三氟甲基吡啶合成路线 (共 15 条)
反应条件
1: With sulfuric acid; nitric acid T=0 - 65°C; 25 h; 2: With sodium hydroxide in water T=20°C;
参考文献
Respiratorius AB
Patent: WO2009/7418 A1, 2009 ;
Location in patent: Page/Page column 23 ;
反应条件
sulfuric acid; sodium nitrite in water T=0 - 20°C; Inert atmosphere;
参考文献
Sapegin, Alexander V.; Kalinin, Stanislav A.; Smirnov, Alexey V.; Dorogov, Mikhail V.; Krasavin, Mikhail
Tetrahedron, 2014 , vol. 70, # 5 p. 1077 - 1083
反应条件
1: nitric acid; sulfuric acid / 0 - 20 °C / |Inert atmosphere 2: sulfuric acid; sodium nitrite / water / 0 - 20 °C / |Inert atmosphere View Scheme
参考文献
Tetrahedron, , vol. 70, # 5 p. 1077 - 1083
反应条件
1: thionyl chloride / N,N-dimethyl-formamide / 3 h / 110 °C 2: hydrazine hydrate / methanol / 12 h / 80 °C View Scheme
参考文献
Chun, Kwangwoo; Park, Ji-Seon; Lee, Han-Chang; Kim, Young-Ha; Ye, In-Hea; Kim, Kang-Jeon; Ku, Il-Whea; Noh, Min-Young; Cho, Goang-Won; Kim, Heejaung; Kim, Seung Hyun; Kim, Jeongmin
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 13 p. 3983 - 3987
反应条件
hydrogen; 5 Pd(II)/C(eggshell) in methanol T=20°C; P=760.051 Torr; 2 h;
参考文献
SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko
Patent: WO2011/40629 A1, 2011 ;
Location in patent: Page/Page column 239-240 ;
反应条件
quinoline; trichlorophosphate 18 h; Heating / reflux;
参考文献
Respiratorius AB
Patent: WO2009/7418 A1, 2009 ;
Location in patent: Page/Page column 23 ;
反应条件
trichlorophosphate in acetonitrile 3 h; Heating;
参考文献
Ahn, Sung Oh; Park, Chan Hee; Im, Jun Hwan; Lee, Soon Ok; Lee, Kyoung June; Cho, Seong Wook; Ko, Kwang Seok; Han, Sun Young; Lee, Won Il
Patent: US2011/28467 A1, 2011 ;
Location in patent: Page/Page column 22 ;
US 20110028467 A1
参考文献
PFIZER INC.
Patent: EP436333 A2, 1991 ;
反应条件
1: With phosphorus oxytribromide in acetonitrile T=20°C; Reflux; 2: With sodium hydrogencarbonate in water; acetonitrile
参考文献
NOVARTIS AG; LEGRAND, Darren Mark
Patent: WO2013/38373 A1, 2013 ;
Location in patent: Page/Page column 52 ;
反应条件
1.1: phosphorus oxytribromide / acetonitrile / 20 °C / Reflux 2.1: tetrabutylammomium bromide / toluene / 10 h / Reflux 3.1: hydrogen / palladium 10 on activated carbon / ethyl acetate / 18 h / Inert atmosphere 4.1: hydrogenchloride; water / 24 h / Reflux 5.1: sulfuric acid / 48 h / Reflux 5.2: 20 °C 6.1: sodium hydroxide; methanol / 0.02 h / 20 °C 6.2: pH 1 View Scheme
参考文献
NOVARTIS AG
Patent: US2011/230483 A1, 2011 ;