3-溴-5-(三氟甲基)吡啶合成路线 （共 13 条）
反应条件
1: With hydrogen bromide; sodium nitrite in water T=0°C; 0.166667 h; 2: With copper(I) bromide in water T=60°C; 1 h;
参考文献
Xue, Chu-Biao; Zheng, Changsheng; Feng, Hao; Xia, Michael; Glenn, Joseph; Cao, Ganfeng.; Metcalf, Brian W.
Patent: US2006/4018 A1, 2006 ;
Location in patent: Page/Page column 14; 36 ;
US 20060004018 A1
反应条件
potassium fluoride; copper(l) iodide in 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide T=25°C; 6 h;
参考文献
Cottet, Fabrice; Schlosser, Manfred
European Journal of Organic Chemistry, 2002 , # 2 p. 327 - 330
反应条件
1.1: iPrMgCl / tetrahydrofuran / 2 h / 25 °C 1.2: 61 percent / I2 / tetrahydrofuran / -75 - 25 °C 2.1: 48 percent / KF; CuI / dimethylformamide; 1-methyl-pyrrolidin-2-one / 6 h / 25 °C View Scheme
参考文献
Cottet, Fabrice; Schlosser, Manfred
European Journal of Organic Chemistry, 2002 , # 2 p. 327 - 330
反应条件
1: With tetrakis(triphenylphosphine) palladium(0) in N,N-dimethyl-formamide T=80°C; 2: With ammonia in diethyl ether; water; N,N-dimethyl-formamide T=20°C;
参考文献
COMENTIS, INC.; PURDUE RESEARCH FOUNDATION
Patent: WO2009/42694 A1, 2009 ;
Location in patent: Page/Page column 84 ;
WO 2009/042694 A1
反应条件
1: With n-butyllithium; tri-isopropoxy-borane in tetrahydrofuran; hexane T=-78°C; 3.5 h; Inert atmosphere; 2: With water in tetrahydrofuran; hexane T=-10°C;
参考文献
Clapham, Kate M.; Batsanov, Andrei S.; Bryce, Martin R.; Tarbit, Brian
Organic and Biomolecular Chemistry, 2009 , vol. 7, # 10 p. 2155 - 2161
反应条件
potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II) dichloromethane adduct in 1,4-dioxane; water T=90°C; 21 h; Inert atmosphere;
参考文献
AMGEN INC.; DRANSFIELD, Paul, John; GONZALEZ LOPEZ DE TURISO, Felix; KOHN, Todd, J.; PATTAROPONG, Vatee; SIMARD, Jillian, L.
Patent: WO2012/3283 A1, 2012 ;
Location in patent: Page/Page column 239 ;
WO 2012/003283 A1
反应条件
n-butyllithium; acetic acid in tetrahydrofuran; hexane
参考文献
Jacobus Pharmaceutical Company, Inc.; Heffernan, Gavin David; Jacobus, David Penman; Saionz, Kurt William; Schiehser, Guy Alan; Shieh, Hong-Ming; Zhao, Wenyi
Patent: US2014/135320 A1, 2014 ;
Location in patent: Paragraph 0224; 0225 ;
反应条件
CH3CH2CH2CH2Li in tetrahydrofuran; hexane addn. of hexane soln. of butyllithium to mixt. of boron compd. and pyridine deriv. in THF at -78°C under Ar, stirring at -78°C for3.5 h, warming to -10°C; addn. of deionized water, evapn., addn. of NaOH to pH 10, washing with diethyl ether, addn. of acetic acid to pH 5, extn. (ethyl acetate), evapn., NMR;
参考文献
Clapham, Kate M.; Batsanov, Andrei S.; Bryce, Martin R.; Tarbit, Brian
Organic and Biomolecular Chemistry, 2009 , vol. 7, # 10 p. 2155 - 2161
反应条件
1: 3-bromo-5-(trifluoromethyl)pyridine With potassium acetate; bis-triphenylphosphine-palladium(II) chloride in 1,4-dioxane 0.25 h; 2: 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-4',4',5',5'-tetramethyl-1,3,2-dioxaborolane in 1,4-dioxane T=100°C; 20 h;
参考文献
Aebi, Johannes; Binggeli, Alfred; Green, Luke; Hartmann, Guido; Maerki, Hans P.; Mattei, Patrizio; Ricklin, Fabienne; Roche, Olivier
Patent: US2009/48238 A1, 2009 ;
Location in patent: Page/Page column 20 ;
US 20090048238 A1
参考文献
Xuanzhu Pharma Co., Ltd.; Wu, Frank; Zhang, Yan
Patent: US2014/93505 A1, 2014 ;
Location in patent: Page/Page column ;
