1-(4-溴苯基)-4-甲基哌嗪合成路线 （共 10 条）
反应条件
1: With 1,6-anhydro-2,3-di-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranose in methanol; water T=80°C; 1.5 h; Inert atmosphere; 2: With sodium tetrahydroborate in methanol; dichloromethane; water 1 h; Inert atmosphere;
参考文献
Sequoia Sciences, Inc.
Patent: US8324264 B1, 2012 ;
Location in patent: Page/Page column 181 ;
反应条件
1: With acetic acid in methanol; water T=20°C; 18 h; 2: With sodium cyanoborohydride in methanol; water T=5 - 20°C;
参考文献
CEPHALON, INC.; CURRY, Matthew A.; DORSEY, Bruce D.; DUGAN, Benjamin J.; GINGRICH, Diane E.; MESAROS, Eugen F.; MILKIEWICZ, Karen L.
Patent: WO2010/141796 A2, 2010 ;
Location in patent: Page/Page column 151; 152 ;
反应条件
caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl; tris-(dibenzylideneacetone)dipalladium(0) in 1,4-dioxane Heating / reflux;
参考文献
XCOVERY, INC.
Patent: WO2008/88881 A1, 2008 ;
Location in patent: Page/Page column 42-43 ;
WO 2008/088881 A1
反应条件
triethylamine in ethanol 80 h; Reflux;
参考文献
PROZYMEX A/S; PEDERSEN, John; LAURITZEN, Conni
Patent: WO2012/130299 A1, 2012 ;
Location in patent: Page/Page column 149 ;
WO 2012/130299 A1
反应条件
bromine in ethanol T=0 - 20°C; 1 h;
参考文献
US7008950 B1, ;
Page/Page column 37 ;
反应条件
1: 1-(4-bromo-phenyl)-piperazine With sodium hydride in N,N-dimethyl-formamide T=20°C; 1 h; 2: methyl iodide in N,N-dimethyl-formamide T=-78 - 20°C; 1.25 h;
参考文献
Robichaud, Joel; Oballa, Renata; Prasit, Peppi; Falgueyret, Jean-Pierre; Percival, M. David; Wesolowski, Gregg; Rodan, Sevgi B.; Kimmel, Donald; Johnson, Colena; Bryant, Cliff; Venkatraman, Shankar; Setti, Eduardo; Mendonca, Rohan; Palmer, James T.
Journal of Medicinal Chemistry, 2003 , vol. 46, # 17 p. 3709 - 3727
反应条件
potassium carbonate; tetrakis(triphenylphosphine) palladium(0) in toluene Inert atmosphereReflux;
参考文献
PROZYMEX A/S; PEDERSEN, John; LAURITZEN, Conni
Patent: WO2012/130299 A1, 2012 ;
Location in patent: Page/Page column 149 ;
WO 2012/130299 A1
反应条件
1: 1-bromo-4-(4-methyl-1-piperazinyl)benzene With tert.-butyl lithium in tetrahydrofuran T=-78°C; 0.25 h; 2: 2,3-dimethylbutane-2,3-diol With tri-isopropoxy-borane in tetrahydrofuran T=20°C; 3 h;
参考文献
Andersen, Valdemar L.; Herth, Matthias M.; Lehel, Szabolcs; Knudsen, Gitte M.; Kristensen, Jesper L.
Tetrahedron Letters, 2013 , vol. 54, # 3 p. 213 - 216
反应条件
1: 1-bromo-4-(4-methyl-1-piperazinyl)benzene With n-butyllithium in tetrahydrofuran; hexanes T=-78°C; 1 h; 2: 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane in tetrahydrofuran; hexanes T=-78 - 20°C;
参考文献
NOVARTIS AG
Patent: WO2008/148867 A2, 2008 ;
Location in patent: Page/Page column 49-50 ;
WO 2008/148867 A2
反应条件
1: 1-bromo-4-(4-methyl-1-piperazinyl)benzene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.166667 h; 2: tri-isopropoxy-borane in tetrahydrofuran; hexane T=-78°C;
参考文献
Sequoia Sciences, Inc.; Eldridge, Gary R.; Buckle, Ronald Neil; Ellis, Michael; Huang, Zhongping; Reilly, John Edward
Patent: EP2712863 A1, 2014 ;
Location in patent: Paragraph 0435; 0436 ;
