3-甲基-4-硝基吡啶-N-氧化物合成路线 （共 39 条）
反应条件
1.1: CH2Cl2
2.1: PCl3 / CH2Cl2
3.1: 97 percent / SnCl2*2H2O; NaOAc*3H2O / tetrahydrofuran; methanol / 0 °C
4.1: DDQ / acetonitrile; H2O; acetic acid / 0 °C
4.2: 60 percent / Fe; AcOH / ethanol / Heating
View Scheme
参考文献
Kuzmich, Daniel; Mulrooney, Carol
Synthesis, 2003 , # 11 p. 1671 - 1678
反应条件
1: 81 percent / PCl3 / 3.5 h / T < 0 deg C
2: 63 percent / dimethylformamide / 1 h / 90 °C
3: 91 percent / H2 / 10percent Pd/C / ethanol / 14.7 - 22.07 Torr / 1) 1 h, 20 deg C, 2) 3 h, 60 deg C
4: 1) NaOH, Bu4N*HSO4 / 1) CH2Cl2, 2) 1 h
5: 1) i-Pr2NLi, tetramethylethylenediamine / 1) THF, 1 h, < -60 deg C, 2) THF, -70 to 20 deg C
View Scheme
参考文献
Dormoy, Jean-Robert; Heymes, Alain
Tetrahedron, 1993 , vol. 49, # 14 p. 2885 - 2914
反应条件
chloroformic acid ethyl ester in 1,2-dichloro-ethane
T=25 - 40°C;
参考文献
Veerareddy, Arava; Surendrareddy, Gogireddy; Dubey
Journal of Heterocyclic Chemistry, 2011 , vol. 48, # 4 p. 961 - 964
反应条件
1.1: N,N-dimethyl-formamide / 1.5 h / 100 °C
2.1: palladium 10 on activated carbon; hydrogen / ethanol / 8 h / 20 - 65 °C / 1500.15 - 2250.23 Torr / |Inert atmosphere; |Autoclave
3.1: AlCl3, aluminium chloride / dichloromethane / 0.5 h / 0 °C / |Inert atmosphere
3.2: 0 - 20 °C / |Inert atmosphere
View Scheme
参考文献
Ganser, Christopher; Lauermann, Eva; Maderer, Annett; Stauder, Torsten; Kramb, Jan-Peter; Plutizki, Stanislav; Kindler, Thomas; Moehler, Markus; Dannhardt, Gerd
Journal of Medicinal Chemistry, 2012 , vol. 55, # 22 p. 9531 - 9540
反应条件
2: ethanol
View Scheme
参考文献
Katritzky
Journal of the Chemical Society, 1956 , p. 2404,2407
参考文献
Taylor et al.
Journal of the American Chemical Society, 1957 , vol. 79, p. 3549,3550
反应条件
1: K2CO3 / 2 h / Heating
2: 83 percent / H2 / Pd/C / ethanol; acetic acid / 168 h / 2327.23 Torr
View Scheme
参考文献
Xie, Chaoyu; Runnegar, Maria T. C.; Snider, Barry B.
Journal of the American Chemical Society, 2000 , vol. 122, # 21 p. 5017 - 5024
反应条件
palladium on activated charcoal; water
Hydrogenation;
参考文献
PFIZER LIMITED; PFIZER INC.
Patent: WO2005/121094 A1, 2005 ;
Location in patent: Page/Page column 51-52 ;
反应条件
piperidine; methanol
参考文献
Kuzmich, Daniel; Mulrooney, Carol
Synthesis, 2003 , # 11 p. 1671 - 1678
