2-氯-4-甲基-3-硝基吡啶合成路线 (共 31 条)
反应条件
1: acetic acid; sodium acetate; palladium/charcoal / Hydrogenation 2: ethyl nitrite; petroleum ether / Diazotization View Scheme
参考文献
Roe; Seligman
Journal of Organic Chemistry, 1955 , vol. 20, p. 1729,1731
反应条件
1: 88 percent / xylene / 48 h / 75 °C 2: 55 percent / H2 / Raney Ni / ethanol / 4 h / 2068.59 Torr 3: 71 percent / N,N-diisopropylethylamine / ethyl acetate / 18 h / 20 °C View Scheme
参考文献
Grozinger, Karl G.; Byrne, Denis P.; Nummy, Laurence J.; Ridges, Michael D.; Salvagno, Annette
Journal of Heterocyclic Chemistry, 2000 , vol. 37, # 2 p. 229 - 239
反应条件
1: 88 percent / xylene / 48 h / 75 °C 2: 55 percent / H2 / Raney Ni / ethanol / 4 h / 2068.59 Torr 3: 71 percent / N,N-diisopropylethylamine / ethyl acetate / 18 h / 20 °C 4: 30 percent / potassium acetate; acetic acid; bromine / 1 h / 20 °C View Scheme
参考文献
Grozinger, Karl G.; Byrne, Denis P.; Nummy, Laurence J.; Ridges, Michael D.; Salvagno, Annette
Journal of Heterocyclic Chemistry, 2000 , vol. 37, # 2 p. 229 - 239
反应条件
1: 88 percent / xylene / 48 h / 75 °C 2: 55 percent / H2 / Raney Ni / ethanol / 4 h / 2068.59 Torr View Scheme
参考文献
Grozinger, Karl G.; Byrne, Denis P.; Nummy, Laurence J.; Ridges, Michael D.; Salvagno, Annette
Journal of Heterocyclic Chemistry, 2000 , vol. 37, # 2 p. 229 - 239
反应条件
1.1: potassium ethanolate / diethyl ether / 0.25 h 1.2: 21 h / 20 °C 2.1: iron / acetic acid / 18.5 h / 60 °C View Scheme
参考文献
TAKEDA PHARMACEUTICAL COMPANY LIMITED
Patent: WO2005/97129 A2, 2005 ;
WO 2005/097129 A2
反应条件
1: 88 percent / xylene / 48 h / 75 °C 2: 55 percent / H2 / Raney Ni / ethanol / 4 h / 2068.59 Torr 3: 71 percent / N,N-diisopropylethylamine / ethyl acetate / 18 h / 20 °C 4: 30 percent / potassium acetate; acetic acid; bromine / 1 h / 20 °C 5: 92.7 percent / sodium hydride; pyridine / 0.5 h / Heating 6: 64.9 percent / tetrakis(triphenylphosphine)palladium / dimethylformamide / 1.5 h / 90 °C View Scheme
参考文献
Grozinger, Karl G.; Byrne, Denis P.; Nummy, Laurence J.; Ridges, Michael D.; Salvagno, Annette
Journal of Heterocyclic Chemistry, 2000 , vol. 37, # 2 p. 229 - 239
反应条件
in anhydrous xylene T=105°C; 4 h; Sealed vessel;
参考文献
Khunnawutmanotham, Nisachon; Chimnoi, Nitirat; Techasakul, Supanna; Thitithanyanont, Arunee; Saparpakorn, Patchreenart; Hannongbua, Supa; Choowongkomon, Kiattawee; Pungpo, Pornpan
Beilstein Journal of Organic Chemistry, 2009 , vol. 5, art. no. A36
反应条件
1: 88 percent / xylene / 48 h / 75 °C 2: 55 percent / H2 / Raney Ni / ethanol / 4 h / 2068.59 Torr 3: 71 percent / N,N-diisopropylethylamine / ethyl acetate / 18 h / 20 °C 4: 30 percent / potassium acetate; acetic acid; bromine / 1 h / 20 °C 5: 92.7 percent / sodium hydride; pyridine / 0.5 h / Heating View Scheme
参考文献
Grozinger, Karl G.; Byrne, Denis P.; Nummy, Laurence J.; Ridges, Michael D.; Salvagno, Annette
Journal of Heterocyclic Chemistry, 2000 , vol. 37, # 2 p. 229 - 239
反应条件
1: tin(II) chloride, conc. hydrochloric acid / diethyl ether / 3 h / 100 °C 2: 2.1 g / toluene / 2 h / 100 °C 3: 1.) phosphorus pentaoxide, potassium acetate, nitrosyl chloride, 2.) sodium carbonate / 1.) acetic acid, 2.) benzene, reflux View Scheme
参考文献
Chapman, David; Hurst, Jim
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980 , p. 2398 - 2404
反应条件
1: 98 percent / SnCl2 * 2 H2O, conc. HCl / diethyl ether / 0.33 h / Ambient temperature 2: 87 percent / CH2Cl2 / 1.) -78 deg C, 1 h, 2.) RT, 23 h 3: 94 percent / 4 h / 140 °C View Scheme
参考文献
Journal of Heterocyclic Chemistry, , vol. 30, # 3 p. 771 - 779