2,4-二羟基-3-硝基吡啶合成路线 （共 28 条）
反应条件
1: POCl3; Bn(Et)3NCl / acetonitrile / Heating 2: CsOAc / dimethylformamide / 80 °C View Scheme
参考文献
Buckman, Brad Owen; Nicholas, John Beamond; Ramphal, Johnnie Y.; Emayan, Kumaraswamy; Seiwert, Scott D.
Patent: US2014/94456 A1, 2014 ;
反应条件
1: 80 percent / POCl3 / 24 h / Heating 2: 90 percent / SnCl2*2H2O; conc. aq. HCl / diethyl ether / 20 °C 3: 90 percent / N-bromosuccinimide / dimethylformamide / 0.25 h / 0 °C 4: 85 percent / K2CO3; Pd(PPh3)2Cl2 / dimethylformamide / 24 h / 100 °C 5: 90 percent / Et3N; Pd(PPh3)2Cl2; CuI / 4 h / 80 °C 6: 48 percent / CuI / dimethylformamide / 18 h / 100 °C View Scheme
参考文献
Norman; Chen; Fotsch; Hale; Han; Hurt; Jenkins; Kincaid; Liu; Lu; Moreno; Santora; Sonnenberg; Karbon
Journal of Medicinal Chemistry, 2000 , vol. 43, # 22 p. 4288 - 4312
反应条件
N-ethyl-N,N-diisopropylamine; trichlorophosphate
参考文献
Aventis Pharmaceuticals Products Inc.
Patent: US6307054 B1, 2001 ;
反应条件
trichlorophosphate Behandeln des Reaktionsgemisches mit Eis;
参考文献
Albert; Hampton
Journal of the Chemical Society, 1952 , p. 4985,4990
反应条件
1: 77 percent / POCl3 / 90 - 100 °C 2: 33 g / triethylamine / dimethylformamide / 2 h / 20 °C 3: 28.6 g / H2; Raney Ni / methanol / 3.5 h / 20 °C 4: 20.1 g / acetic anhydride / 1.5 h / Heating 5: 15.6 g / trifluoroacetic acid / 2 h / 80 °C View Scheme
参考文献
Crey-Desbiolles, Caroline; Kotera, Mitsuharu
Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 6 p. 1935 - 1941
反应条件
oxalyl dichloride in N,N-dimethyl-formamide; acetonitrile T=20°C; 0.5 h; Industrial scale;
参考文献
Cleator, Ed; Scott, Jeremy P.; Avalle, Paulo; Bio, Matthew M.; Brewer, Sarah E.; Davies, Antony J.; Gibb, Andrew D.; Sheen, Faye J.; Stewart, Gavin W.; Wallace, Debra J.; Wilson., Robert D.
Organic Process Research and Development, 2013 , vol. 17, # 12 p. 1561 - 1567
反应条件
trichlorophosphate in acetonitrile
参考文献
Merck and Co., Inc.
Patent: US6117888 A1, 2000 ;
US 6117888 A
反应条件
trichlorophosphate Behandeln des Reaktionsgemisches mit Eis;
参考文献
Albert; Hampton
Journal of the Chemical Society, 1952 , p. 4985,4990
反应条件
1: phosphoryl chloride 2: iron-powder; acetic acid 3: HCl; acetic acid; aqueous H2O2 4: sodium nitrite; copper-powder; aqueous hydrochloric acid / Diazotization View Scheme
参考文献
den Hertog et al.
Recueil des Travaux Chimiques des Pays-Bas, 1950 , vol. 69, p. 673,690
反应条件
1: 80 percent / POCl3 / 24 h / Heating 2: 90 percent / SnCl2*2H2O; conc. aq. HCl / diethyl ether / 20 °C 3: 90 percent / N-bromosuccinimide / dimethylformamide / 0.25 h / 0 °C 4: 85 percent / K2CO3; Pd(PPh3)2Cl2 / dimethylformamide / 24 h / 100 °C View Scheme
参考文献
Norman; Chen; Fotsch; Hale; Han; Hurt; Jenkins; Kincaid; Liu; Lu; Moreno; Santora; Sonnenberg; Karbon
Journal of Medicinal Chemistry, 2000 , vol. 43, # 22 p. 4288 - 4312
