5-甲基-11H-苯并[b][1,4]苯并二氮杂卓-6-酮合成路线 （共 10 条）
反应条件
caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl; palladium diacetate in toluene T=110°C; Buchwald-Hartwig amination; 24 h;
参考文献
Beccalli, Egle M.; Broggini, Gianluigi; Paladino, Giuseppe; Zoni, Caterina
Tetrahedron, 2005 , vol. 61, # 1 p. 61 - 68
反应条件
potassium tert-butylate 1.) dioxane, reflux, 1 h, 2.) reflux, 4 h; Yield given. Multistep reaction;
参考文献
Novo Nordisk A/S
Patent: US5741791 A1, 1998 ;
反应条件
potassium tert-butylate in chloroform
参考文献
Japan Tobacco, Inc.
Patent: US6235730 B1, 2001 ;
反应条件
1: 82 percent / NaH / tetrahydrofuran / 12 h / 30 - 35 °C 2: 96 percent / AcOH; Fe dust / ethanol / 5 h / Heating 3: 63 percent / Cs2CO3; BINAP / Pd(OAc)2 / toluene / 24 h / 110 °C View Scheme
参考文献
Beccalli, Egle M.; Broggini, Gianluigi; Paladino, Giuseppe; Zoni, Caterina
Tetrahedron, 2005 , vol. 61, # 1 p. 61 - 68
反应条件
1: 80 percent / triethylamine / CH2Cl2 / 5 h / 20 °C 2: 82 percent / NaH / tetrahydrofuran / 12 h / 30 - 35 °C 3: 96 percent / AcOH; Fe dust / ethanol / 5 h / Heating 4: 63 percent / Cs2CO3; BINAP / Pd(OAc)2 / toluene / 24 h / 110 °C View Scheme
参考文献
Beccalli, Egle M.; Broggini, Gianluigi; Paladino, Giuseppe; Zoni, Caterina
Tetrahedron, 2005 , vol. 61, # 1 p. 61 - 68
反应条件
1: 80 percent / triethylamine / CH2Cl2 / 5 h / 20 °C 2: 82 percent / NaH / tetrahydrofuran / 12 h / 30 - 35 °C 3: 96 percent / AcOH; Fe dust / ethanol / 5 h / Heating 4: 63 percent / Cs2CO3; BINAP / Pd(OAc)2 / toluene / 24 h / 110 °C View Scheme
参考文献
Beccalli, Egle M.; Broggini, Gianluigi; Paladino, Giuseppe; Zoni, Caterina
Tetrahedron, 2005 , vol. 61, # 1 p. 61 - 68
反应条件
1: 96 percent / AcOH; Fe dust / ethanol / 5 h / Heating 2: 63 percent / Cs2CO3; BINAP / Pd(OAc)2 / toluene / 24 h / 110 °C View Scheme
参考文献
Beccalli, Egle M.; Broggini, Gianluigi; Paladino, Giuseppe; Zoni, Caterina
Tetrahedron, 2005 , vol. 61, # 1 p. 61 - 68
反应条件
1: 90 percent / DVP-Fe, conc. HCl / aq. ethanol; H2O / 4 h / Heating 2: 83 percent / conc. H3PO4 / xylene / 12 h / 140 °C 3: 1.) KO-t-Bu / 1.) dioxane, reflux, 1 h, 2.) reflux, 4 h View Scheme
参考文献
Ruger; Rohnert; Lohmann
Pharmazie, 1990 , vol. 45, # 8 p. 555 - 559
反应条件
1: 43 percent / K2CO3 / Cu / dimethylformamide / 5 h / 140 °C 2: 90 percent / DVP-Fe, conc. HCl / aq. ethanol; H2O / 4 h / Heating 3: 83 percent / conc. H3PO4 / xylene / 12 h / 140 °C 4: 1.) KO-t-Bu / 1.) dioxane, reflux, 1 h, 2.) reflux, 4 h View Scheme
参考文献
Ruger; Rohnert; Lohmann
Pharmazie, 1990 , vol. 45, # 8 p. 555 - 559
反应条件
1: 43 percent / K2CO3 / Cu / dimethylformamide / 5 h / 140 °C 2: 90 percent / DVP-Fe, conc. HCl / aq. ethanol; H2O / 4 h / Heating 3: 83 percent / conc. H3PO4 / xylene / 12 h / 140 °C 4: 1.) KO-t-Bu / 1.) dioxane, reflux, 1 h, 2.) reflux, 4 h View Scheme
参考文献
Ruger; Rohnert; Lohmann
Pharmazie, 1990 , vol. 45, # 8 p. 555 - 559
