5-溴-1H-吡咯并[2,3-b]吡啶-2-酮合成路线 （共 20 条）
反应条件
acetic acid; zinc T=20°C; 5 h;
参考文献
Journal of the American Chemical Society, , vol. 128, # 45 p. 14426 - 14427
反应条件
ammonium chloride; zinc in tetrahydrofuran; water T=20°C; 0.333333 h;
参考文献
US6350747 B1, ;
Page column 69 ;
反应条件
bromine; sodium hydrogencarbonate in water; tert-butyl alcohol
参考文献
US6369086 B1, ;
US 6369086 B1
反应条件
1: 85 percent / bromine / 2-methyl-propan-2-ol; H2O / 24 h / 24.84 °C 2: 95 percent / zinc; acetic acid / 5 h / 20 °C View Scheme
参考文献
Journal of the American Chemical Society, , vol. 128, # 45 p. 14426 - 14427
反应条件
potassium acetate; 4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl-4',4',5',5'-tetramethyl-1,3,2-dioxaborolane; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in N,N-dimethyl-formamide T=100°C; Microwave irradiation;
参考文献
PFIZER INC.
Patent: WO2009/16460 A2, 2009 ;
Location in patent: Page/Page column 51-52 ;
WO 2009/016460 A2
反应条件
1: 39 percent / bis(triphenylphosphine)palladium (II) chloride / hexamethylphosphoric acid triamide / 25 h / 65 °C 2: 1.) O3, 2.) Me2S / 1.) MeOH, CH2Cl2, -78 deg C, 10 min, 2.) -78 deg C to room temperature. View Scheme
参考文献
Viaud, Marie-Claude; Jamoneau, Patricia; Baudin, Marie-Laure; Savelon, Laurence; Guillaumet, Gerald
Tetrahedron, 1997 , vol. 53, # 14 p. 5159 - 5168
反应条件
1.1: BH3*THF / tetrahydrofuran / 0.83 h / 20 °C 1.2: 50 percent / Mn(OAc)3*2H2O; acetic acid / 0.83 h / 75 °C 2.1: 85 percent / CuBr / methanol; dimethylformamide / 3 h / Heating 3.1: 60 percent / POCl3 / 3.5 h / 0 - 80 °C View Scheme
参考文献
Mazeas, Daniel; Guillaumet, Gerald; Viaud, Marie-Claude
Heterocycles, 1999 , vol. 50, # 2 p. 1065 - 1080
反应条件
1.1: borane*tetrahydrofurane / tetrahydrofuran / 0.58 h / 0 - 20 °C 1.2: 50 percent / manganese triacetate / acetic acid / 0.75 h / 75 °C 2.1: sodium hydride in oil / dimethylformamide / 0.5 h / 0 °C 2.2: 63 percent / dimethylformamide / 12 h / 0 - 20 °C View Scheme
参考文献
Guillard, Jerome; Larraya, Carlos; Viaud-Massuard, Marie-Claude
Heterocycles, 2003 , vol. 60, # 4 p. 865 - 877
反应条件
sodium carbonate; lithium chloride; bis-triphenylphosphine-palladium(II) chloride in ethanol; water; toluene T=95°C; Suzuki reaction; 18 h;
参考文献
Glaxo Wellcome Inc.
Patent: US6350747 B1, 2002 ;
Location in patent: Page column 69 ;
反应条件
sodium carbonate; lithium chloride; dichloro bis(triphenylphosphine)palladium (II) in ethanol; toluene
参考文献
SmithKline Beecham Corporation
Patent: US6369086 B1, 2002 ;
US 6369086 B1
