1-溴-3,5-二甲氧基苯合成路线 （共 64 条）
反应条件
1: N,N-dimethyl-formamide 2: boron tribromide / dichloromethane View Scheme
参考文献
MERCK SHARP and DOHME CORP.; ARRINGTON, Kenneth, L.; BURGEY, Christopher; GILFILLAN, Robert; HAN, Yongxin; PATEL, Mehul; LI, Chun Sing; LI, Yaozong; LUO, Yunfu; LEI, Zhiyu; XU, Jiayi
Patent: WO2014/58747 A1, 2014 ;
反应条件
1: With magnesium in tetrahydrofuran T=80°C; 2: With boric acid trimethyl ester in tetrahydrofuran T=-10 - 20°C; 16 h;
参考文献
Rosen, Brad M.; Wilson, Daniela A.; Wilson, Christopher J.; Peterca, Mihai; Won, Betty C.; Huang, Chenghong; Lipski, Linda R.; Zeng, Xiangbing; Ungar, Goran; Heiney, Paul A.; Percec, Virgil
Journal of the American Chemical Society, 2009 , vol. 131, # 47 p. 17500 - 17521
反应条件
1: 1-bromo-3,5-dimethoxybenzene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.5 h; Inert atmosphere; 2: tri-isopropoxy-borane in tetrahydrofuran; hexane T=-78°C; 2 h; 3: With sulfuric acid in tetrahydrofuran; hexane T=20°C; pH=2;
参考文献
REGENTS OF THE UNIVERSITY OF MINNESOTA; XING, Chengguo
Patent: WO2008/118802 A1, 2008 ;
Location in patent: Page/Page column 25-26 ;
反应条件
1: 1-bromo-3,5-dimethoxybenzene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.5 h; 2: boric acid trimethyl ester in tetrahydrofuran; hexane T=-78 - 20°C; 3: hydrogenchloride; water in tetrahydrofuran; hexane
参考文献
SMITHKLINE BEECHAM CORPORATION; VITAE PHARMACEUTICALS, INC.
Patent: WO2008/124582 A1, 2008 ;
Location in patent: Page/Page column 117-118 ;
WO 2008/124582 A1
反应条件
Mg in tetrahydrofuran Mg (reflux), THF, B(OCH)3, bromobenzene-compound (-10°C) or n-butyllithium, B(OCH3)3, -78°C, THF;
参考文献
Rosen, Brad M.; Wilson, Daniela A.; Wilson, Christopher J.; Peterca, Mihai; Won, Betty C.; Huang, Chenghong; Lipski, Linda R.; Zeng, Xiangbing; Ungar, Goran; Heiney, Paul A.; Percec, Virgil
Journal of the American Chemical Society, 2009 , vol. 131, # 47 p. 17500 - 17521
反应条件
ammonia; palladium diacetate; di-(1-adamantyl)-n-butylphosphine in 1,4-dioxane T=100°C; P=1500.15 Torr; 16 h; Autoclave;
参考文献
Wu, Xiao-Feng; Neumann, Helfried; Neumann, Stephan; Beller, Matthias
Tetrahedron Letters, 2013 , vol. 54, # 24 p. 3040 - 3042
反应条件
dichloro[bis{1-(dicyclohexylphosphanyl)piperidine}]palladium; sodium carbonate in 1-methyl-pyrrolidin-2-one T=140°C; 8 h; Inert atmosphere;
参考文献
Gerber, Roman; Oberholzer, Miriam; Frech, Christian M.
Chemistry - A European Journal, 2012 , vol. 18, # 10 p. 2978 - 2986
反应条件
in N,N-dimethyl-formamide
参考文献
Arrington, Kenneth L.; Burgey, Christopher; Gilfillan, Robert; Han, Yongxin; Patel, Mehul; Li, Chun Sing; Li, Yaozong; Luo, Yunfu; Lei, Zhiyu
Patent: US2014/100231 A1, 2014 ;
Location in patent: Page/Page column ;
反应条件
1.1: tert.-butyl lithium / tetrahydrofuran / 2 h / -80 °C
1.2: 1 h / 20 °C
2.1: trichlorophosphate / 0 - 85 °C
3.1: sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; sodium chlorite / tert-butyl alcohol; acetonitrile; water / 0 - 20 °C
4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(N,N-dimethlyamino)pyridine / dichloromethane / 24 h / 20 °C
5.1: potassium carbonate; palladium diacetate / N,N-dimethyl acetamide / 0.75 h / 130 °C
6.1: AlCl3, aluminium chloride; sodium iodide / acetonitrile / 1 h / 5 °C
View Scheme
参考文献
Mikula, Hannes; Skrinjar, Philipp; Sohr, Barbara; Ellmer, Doris; Hametner, Christian; Froehlich, Johannes
Tetrahedron, 2013 , vol. 69, # 48 p. 10322 - 10330
反应条件
n-butyllithium in hexane; ethyl acetate
参考文献
Celgene Corporation
Patent: US2005/107339 A1, 2005 ;
