5-溴-2-氯-3-甲氧基吡啶合成路线 (共 12 条)
反应条件
trichlorophosphate in chloroform Meisenheimer rearrangement;
参考文献
Tetrahedron, , vol. 65, # 4 p. 757 - 764
反应条件
in diethyl ether; N,N-dimethyl-formamide
反应条件
1.1: 11.20 g / NaOH; aq. NaOCl / H2O / 16 h / 20 °C 2.1: NaH / diethyl ether; dimethylformamide / 0.5 h / 20 °C 2.2: 25 percent / diethyl ether; dimethylformamide / 0.5 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 50, # 15 p. 3627 - 3644
反应条件
1.1: HBr / acetic acid / 16 h / 20 °C 1.2: NH4OH / methanol / 12 h / 20 °C 2.1: 11.20 g / NaOH; aq. NaOCl / H2O / 16 h / 20 °C 3.1: NaH / diethyl ether; dimethylformamide / 0.5 h / 20 °C 3.2: 25 percent / diethyl ether; dimethylformamide / 0.5 h / 20 °C View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 50, # 15 p. 3627 - 3644
反应条件
1: 3-hydroxy-5-bromopyridine With sodium hydroxide; sodium hypochlorite in water T=20°C; 54 h; 2: methyl iodide With potassium carbonate in acetonitrile T=20°C;
参考文献
Tetrahedron, , vol. 65, # 4 p. 757 - 764
反应条件
1: dichloromethane / 3 h / 20 °C / |Inert atmosphere 2: trichlorophosphate / dichloromethane / 20 °C / |Inert atmosphere View Scheme
参考文献
Bioorganic and Medicinal Chemistry, , vol. 21, # 21 p. 6435 - 6446
反应条件
1: potassium hydroxide / ethylene glycol dimethyl ether / 5 h / Reflux 2: trichlorophosphate / chloroform / 7 h / Reflux; Inert atmosphere; Cooling with ice View Scheme
反应条件
in ethanol T=60°C; 16 h; Inert atmosphere;
参考文献
Parhi, Ajit K.; Xiang, Amy; Bauman, Joseph D.; Patel, Disha; Vijayan; Das, Kalyan; Arnold, Eddy; Lavoie, Edmond J.
Bioorganic and Medicinal Chemistry, 2013 , vol. 21, # 21 p. 6435 - 6446
反应条件
7 h; Inert atmosphereReflux;
参考文献
Shionogi and Co., Ltd.
Patent: EP2426135 A1, 2012 ;
Location in patent: Page/Page column 108-109 ;
反应条件
lithium hexamethyldisilazane in tetrahydrofuran
T=20°C;
参考文献
Ple, Patrick A.; Jung, Frederic; Ashton, Sue; Hennequin, Laurent; Laine, Romuald; Lambert-Van Der Brempt, Christine; Morgentin, Remy; Pasquet, Georges; Taylor, Sian
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 9 p. 3050 - 3055