2,6-二羟基-3-氰基-4-甲基吡啶合成路线 （共 31 条）
反应条件
1.1: sulfuryl chloride 1.2: zinc / protic solvent 2.1: 69 percent / POCl3 / Heating View Scheme
参考文献
Dyadyuchenko; Strelkov; Mikhailichenko; Zaplishny
Chemistry of Heterocyclic Compounds, 2004 , vol. 40, # 3 p. 308 - 314
反应条件
1: 98 percent / POCl3 / 6 h / 120 °C 2: 93 percent / aq. H2SO4 / 6 h / 98 °C 3: 88 percent / H2SO4; aq. NaNO2 / 20 - 25 °C View Scheme
参考文献
Dyadyuchenko; Strelkov; Mikhailichenko; Zaplishny
Chemistry of Heterocyclic Compounds, 2004 , vol. 40, # 3 p. 308 - 314
反应条件
1: trichlorophosphate / 8 h / 150 - 180 °C 2: 5 Pd(II)/C(eggshell); ammonium formate / methanol / 72 h / 20 °C View Scheme
参考文献
Kiselev, Evgeny; Agama, Keli; Pommier, Yves; Cushman, Mark
Journal of Medicinal Chemistry, 2012 , vol. 55, # 4 p. 1682 - 1697
反应条件
1: 1.) POCl3, 2.) H2, PdCl2-AcONa / 1.) 180 deg C, 4 h, 2.) 40 deg C, 3 atm, 12 h 2: 1.) DIBAL, 2.) 1 N HCl / 1.) CH2Cl2/hexane, from -78 deg C, to RT, 2.) 1 h 3: 81 percent / benzene / 5 h / Ambient temperature 4: H2 / Pd/C / ethanol / 3 h / 50 °C / 1520 Torr 5: KOH, H2O View Scheme
参考文献
Konno, Katsuhiro; Qin, Guo-wei; Nakanishi, Koji
Heterocycles, 1990 , vol. 30, # 1 p. 247 - 251
反应条件
1: With chlorine in tetrachloromethane T=20 - 25°C; Chlorination; 2: With zinc in ethanol T=30°C; Reduction;
参考文献
Dyadyuchenko; Strelkov; Zaplishnyi
Chemistry of Heterocyclic Compounds, 1999 , vol. 35, # 12 p. 1437 - 1440
反应条件
hydrogen; sodium acetate; palladium dichloride; trichlorophosphate 1.) 180 deg C, 4 h, 2.) 40 deg C, 3 atm, 12 h; Yield given. Multistep reaction;
参考文献
CUSHMAN, Mark S.; KISELEV, Evgeny A.; MORRELL, Andrew E.
Patent: US2014/18360 A1, 2014 ;
反应条件
1: trichlorophosphate / 8 h / 150 - 180 °C 2: hydrogen; sodium acetate; palladium dichloride / methanol / 14 h / 23 °C / 760.05 Torr 3: N-bromosuccinmide; 2,2'-azo-bisisobutyronitrile / tetrachloromethane / 3.5 h / Reflux View Scheme
参考文献
CUSHMAN, Mark S.; KISELEV, Evgeny A.; MORRELL, Andrew E.
Patent: US2014/18360 A1, 2014 ;
反应条件
phosphoric acid
T=190 - 200°C; 4 h;
参考文献
Pednekar, S. R.; Samant, S. D.; Deval, S. D.; Deodhar, K. D.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1981 , vol. 20, # 8 p. 709 - 711
反应条件
1: 98 percent / POCl3 / 7 h / 200 °C
2: 15 mg / NH3 (liq.) / 20 h / 20 °C
View Scheme
参考文献
Katritzky, Alan R.; Rachwal, Stanislaw; Smith, Terrance P.; Steel, Peter J.
Journal of Heterocyclic Chemistry, 1995 , vol. 32, # 3 p. 979 - 984
反应条件
1: 98 percent / POCl3 / 7 h / 200 °C
2: 91 percent / NH3 (liq.) / 16 h / 150 °C
View Scheme
参考文献
Katritzky, Alan R.; Rachwal, Stanislaw; Smith, Terrance P.; Steel, Peter J.
Journal of Heterocyclic Chemistry, 1995 , vol. 32, # 3 p. 979 - 984
