3-羟基-6-甲基吡啶合成路线 (共 103 条)
反应条件
1: 91 percent / NaH / dimethylformamide; various solvent(s) / 0 °C
2: m-chloroperbenzoic acid / CHCl3 / 0 - 20 °C
3: 95 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / -78 - 20 °C
View Scheme
参考文献
Takeda, Yasuyuki; Uoto, Kouichi; Chiba, Jun; Horiuchi, Takao; Iwahana, Michio; Atsumi, Ryo; Ono, Chiho; Terasawa, Hirofumi; Soga, Tsunehiko
Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 20 p. 4431 - 4447
反应条件
1.1: potassium carbonate / water / 0.5 h / 20 °C
1.2: 4 h / 20 °C
2.1: caesium carbonate / N,N-dimethyl-formamide / 0 - 90 °C
3.1: sodium hydride; copper; copper(II) sulfate / N,N-dimethyl-formamide; mineral oil / 0 - 100 °C
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0 - 20 °C
5.1: 5 h / Reflux
6.1: sodium hydroxide; water / methanol / 1 h / 0 - 20 °C
View Scheme
参考文献
Bhattacharya, Samit K.; Cameron, Kimberly O.; Fernando, Dilinie P.; McClure, Kim F.; Kung, Daniel W.; Londregan, Allyn T.; Simila, Suvi T. M.
Patent: US2011/230461 A1, 2011 ;
US 20110230461 A1
反应条件
1: KOH / aq. ethanol
2: KMnO4
View Scheme
参考文献
Oehlke, J.; Schroetter, E.; Dove, S.; Schick, H.; Niedrich, H.
Pharmazie, 1983 , vol. 38, # 9 p. 591 - 596
反应条件
1: 95 percent / KOH / dimethylformamide / 2 h / 80 - 90 °C
2: 83 percent / 30percent hydrogen peroxide, acetic acid / 12 h / 70 - 80 °C
3: 57 percent / acetic acid / Heating
4: 73 percent / KOH / ethanol; H2O / 2 h / Heating
5: 58 percent / KMnO4 / acetone / 1 h / 40 °C
View Scheme
参考文献
Faivre, V.; Roizard, D.; Brembilla, A.; Lochon, P.
Bulletin de la Societe Chimique de France, 1991 , p. 278 - 285
反应条件
1: 90 percent / KOH / dimethylformamide / 2 h / 80 - 90 °C
2: 76 percent / 30percent hydrogen peroxide, acetic acid / 12 h / 70 - 80 °C
3: 61 percent / acetic acid / Heating
4: 63 percent / KOH / ethanol; H2O / 2 h / Heating
5: 73 percent / KMnO4 / acetone / 1 h / 40 °C
View Scheme
参考文献
Faivre, V.; Roizard, D.; Brembilla, A.; Lochon, P.
Bulletin de la Societe Chimique de France, 1991 , p. 278 - 285
反应条件
potassium carbonate in acetone
参考文献
Ciba-Geigy Corporation
Patent: US4115575 A1, 1978 ;
US 4115575 A
参考文献
Hu, Baihua; Sum, Fuk-Wah; Malamas, Michael S
Patent: US2002/28835 A1, 2002 ;
US 20020028835 A1
反应条件
potassium hydroxide; benzyl alcohol
参考文献
Ciba-Geigy Corporation
Patent: US4115575 A1, 1978 ;
US 4115575 A
Title/Abstract Full Text Show Details
Ciba-Geigy Corporation
Patent: US4410530 A1, 1983 ;
反应条件
1: pyridine / dichloromethane / 1.5 h / 0 °C / |Inert atmosphere
2: piperidine; palladium diacetate; tris(4-methylphenyl)-phosphine / toluene; 1-methyl-pyrrolidin-2-one / 16 h / 40 °C / |Inert atmosphere
View Scheme
参考文献
Tartaggia, Stefano; Caporale, Andrea; Fontana, Francesco; Stabile, Paolo; Castellin, Andrea; De Lucchi, Ottorino
RSC Advances, 2013 , vol. 3, # 40 p. 18544 - 18549
反应条件
1.1: 86 percent / NBS / acetonitrile / 1 h / Heating
2.1: -90 °C
2.2: H2O / -90 °C
View Scheme
参考文献
Meana, Angela; Rodriguez, Justo F.; Sanz-Tejedor, M. Ascension; Garcia-Ruano, Jose L.
Synlett, 2003 , # 11 p. 1678 - 1682