1-溴-3,5-二甲氧基苯合成路线 （共 64 条）
反应条件
1: 1-butyl-3-methylimidazolium*BF4; 1,3-bis(diphenylphosphino)propane; Et3N / Ni(OAc)2 / 30 h / 130 °C 2: aq. HCl / 0.5 h View Scheme
参考文献
Sun, Li; Pei, Wen; Shen, Chen
Journal of Chemical Research, 2006 , # 6 p. 388 - 389
反应条件
1: Na, liq. NH3, FeCl3 2: H2, NH3 / Raney-Ni View Scheme
参考文献
Kametani,T. et al.
Journal of the Chemical Society [Section] C: Organic, 1971 , p. 1032 - 1043
反应条件
1: 1-bromo-3,5-dimethoxybenzene With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 0.833333 h; 2: oxalic acid diethyl ester in tetrahydrofuran; hexane T=-78°C; 4 h;
参考文献
BLUEPRINT MEDICINES; BIFULCO, Neil, Jr.; BROOIJMANS, Natasja; HODOUS, Brian, L.; KIM, Joseph, L.; MIDUTURU, Chandrasekhar, V.
Patent: WO2014/11900 A2, 2014 ;
Location in patent: Page/Page column 49; 50 ;
反应条件
dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; palladium diacetate; sodium hydroxide in tetrahydrofuran; water T=23°C; 6 h; Inert atmosphere; stereospecific reaction;
参考文献
Woerly, Eric M.; Struble, Justin R.; Palyam, Nagarjuna; O'Hara, Sean P.; Burke, Martin D.
Tetrahedron, 2011 , vol. 67, # 24 p. 4333 - 4343
反应条件
1.1: Mg; iodine / tetrahydrofuran / 0.5 h / Heating 1.2: 96 percent / tetrahydrofuran / 0.5 h / Heating 2.1: 34 percent / p-toluenesulfonic acid / benzene / 6 h / Heating 3.1: 38 percent / acetonitrile / 0.5 h / Photolysis View Scheme
参考文献
Roberts; Pincock
Canadian Journal of Chemistry, 2003 , vol. 81, # 6 p. 709 - 722
反应条件
1: tris-(dibenzylideneacetone)dipalladium(0); Me3SnNMe2; triphenylphosphine / toluene / 8 h / Inert atmosphere; Reflux 2: tetrabutyl ammonium fluoride / dichloromethane / 5 h / 20 °C View Scheme
参考文献
Cai, Liangzhen; Yang, Dujuan; Sun, Zhonghua; Tao, Xiaochun; Cai, Lisheng; Pike, Victor W.
Chinese Journal of Chemistry, 2011 , vol. 29, # 5 p. 1059 - 1062
反应条件
palladium diacetate; potassium carbonate in 2-methoxy-ethanol; water T=21°C; Suzuki coupling; 0.5 h;
参考文献
Del Zotto, Alessandro; Amoroso, Francesco; Baratta, Walter; Rigo, Pierluigi
European Journal of Organic Chemistry, 2009 , # 1 p. 110 - 116
反应条件
1: acetic anhydride; nitric acid / 0 - 20 °C 2: ammonium chloride; iron / water; methanol / 4 h / 80 °C View Scheme
参考文献
Samanta, Subhas; Beharry, Andrew A.; Sadovski, Oleg; McCormick, Theresa M.; Babalhavaeji, Amirhossein; Tropepe, Vince; Woolley, G. Andrew
Journal of the American Chemical Society, 2013 , vol. 135, # 26 p. 9777 - 9784
反应条件
1: trichlorophosphate / 4 h / 100 °C 2: tetrakis(triphenylphosphine) palladium(0) / toluene / 8 h / 100 °C 3: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / tetrahydrofuran; tert-butyl alcohol; water / 5 h / 20 °C 4: 2,4,6-tri-fluoro-1,3,5-triazine; pyridine 5: potassium hexamethylsilazane / tetrahydrofuran / 0 °C 6: Grubb's 2nd generation catalyst / toluene / 80 °C 7: toluene-4-sulfonic acid / water; acetone / 40 °C 8: aluminium(III) iodide; tetra-(n-butyl)ammonium iodide; 1,3,5-trishydroxybenzene / benzene / 5 °C View Scheme
参考文献
Bioorganic and Medicinal Chemistry, , vol. 21, # 17 p. 5271 - 5274
反应条件
1: With magnesium; lithium chloride in tetrahydrofuran T=20°C; Inert atmosphere; 2: With N-fluoro-2,4,6-trimethylpyridinium tetrafluoroborate in tetrahydrofuran; methyl nonafluorobutyl ether T=0°C; Inert atmosphere;
参考文献
Anbarasan, Pazhamalai; Neumann, Helfried; Beller, Matthias
Angewandte Chemie - International Edition, 2010 , vol. 49, # 12 p. 2219 - 2222
