4-氧代-1,4-二氢-2,6-吡啶二甲酸合成路线 （共 41 条）
反应条件
1: SOCl2 / dimethylformamide / 48 h / Heating
2: 52 percent / P(o-Tolyl)3; CsF / Pd(OAc)2 / 1,2-dimethoxy-ethane / 18 h / 100 °C
3: 86 percent / H2O; K2CO3 / methanol / 18 h / 20 °C
View Scheme
参考文献
Tse, Man Kin; Bhor, Santosh; Klawonn, Markus; Anilkumar, Gopinathan; Jiao, Haijun; Doebler, Christian; Spannenberg, Anke; Magerlein, Wolfgang; Hugl, Herbert; Beller, Matthias
Chemistry - A European Journal, 2006 , vol. 12, # 7 p. 1855 - 1874
反应条件
1: 1.) phosphorus pentachloride, 2.) phosphoryl chloride / 1.) 15 min, 2.) reflux, 1.5 h
2: 50 percent / CH2Cl2 / 0.5 h / Heating
3: 1.) NaH, 2.) aq. KOH / 1.) 75 deg C, overnight, 2.) reflux, 1.5 h
4: thionyl chloride, DMF / 3 h / Heating
View Scheme
参考文献
Bates, Marie-Rose M.; Cardwell, Terence J.; Cattrall, Robert W.; Deady, Leslie W.; Murphy, Kathryn
Australian Journal of Chemistry, 1991 , vol. 44, # 11 p. 1603 - 1613
反应条件
1: 1.) phosphorus pentachloride, 2.) phosphoryl chloride / 1.) 15 min, 2.) reflux, 1.5 h
2: 50 percent / CH2Cl2 / 0.5 h / Heating
3: 1.) NaH, 2.) aq. KOH / 1.) 75 deg C, overnight, 2.) reflux, 1.5 h
4: thionyl chloride, DMF / 3 h / Heating
5: 58 percent / CH2Cl2 / 0.08 h
View Scheme
参考文献
Bates, Marie-Rose M.; Cardwell, Terence J.; Cattrall, Robert W.; Deady, Leslie W.; Murphy, Kathryn
Australian Journal of Chemistry, 1991 , vol. 44, # 11 p. 1603 - 1613
反应条件
1: PCl5 / CHCl3 / Heating
3: methanol / Heating
4: NaBH4 / ethanol / Heating
View Scheme
参考文献
Kupai, Jozsef; Huszthy, Peter; Szekely, Kata; Toth, Tuende; Parkanyic, Laszlo
Arkivoc, 2011 , vol. 2011, # 9 p. 77 - 93
反应条件
potassium carbonate in acetone
Acylation; Etherification; Heating;
参考文献
Braxmeier, Tobias; Demarcus, Mariangela; Fessmann, Thilo; McAteer, Stephen; Kilburn, Jeremy D.
Chemistry - A European Journal, 2001 , vol. 7, # 9 p. 1889 - 1898
反应条件
1.1: phosphorus pentachloride / water; tetrachloromethane / 15 h / |Reflux
1.2: 4 h / |Reflux
2.1: acetyl chloride; sodium iodide / acetonitrile / 10 h / 0 - 50 °C / |Inert atmosphere; |Sonication
3.1: potassium hydroxide / dichloromethane; methanol / 7 h / 20 °C
View Scheme
参考文献
Nakamura, Tatsuya; Mizukami, Shin; Tanaka, Miho; Kikuchi, Kazuya
Chemistry - An Asian Journal, 2013 , vol. 8, # 11 p. 2685 - 2690
反应条件
1: SOCl2 / dimethylformamide / 48 h / Heating
2: MeONa / 2 h / Heating
3: H2O; K2CO3 / methanol / 18 h / 20 °C
View Scheme
参考文献
Tse, Man Kin; Bhor, Santosh; Klawonn, Markus; Anilkumar, Gopinathan; Jiao, Haijun; Doebler, Christian; Spannenberg, Anke; Magerlein, Wolfgang; Hugl, Herbert; Beller, Matthias
Chemistry - A European Journal, 2006 , vol. 12, # 7 p. 1855 - 1874
反应条件
1: PCl5 / CHCl3 / 72 h / Heating
2: water
3: aq. ammonia / 24 h / 150 °C / bomb
4: 30percent H2O2, fuming H2SO4 / 1.) 10 deg C, several hours, 2.) room temperature, 2 d
View Scheme
参考文献
Bradshaw, J. S.; Maas, G. E.; Lamb, J. D.; Izatt, R. M.; Christensen J. J.
Journal of the American Chemical Society, 1980 , vol. 102, # 2 p. 467 - 474
反应条件
1: POCl3 / 12 h / 128 °C
2: 1.79 g / 4-dimethylaminopyridine; pyridine / CH2Cl2 / 16 h / 20 °C
View Scheme
参考文献
Huang, Baohua; Prantil, Matthew A.; Gustafson, Terry L.; Parquette, Jon R.
Journal of the American Chemical Society, 2003 , vol. 125, # 47 p. 14518 - 14530
反应条件
1: POCl3 / 12 h / 128 °C
2: 1.79 g / 4-dimethylaminopyridine; pyridine / CH2Cl2 / 16 h / 20 °C
3: 97 percent / NaN3 / dimethylformamide / 24 h / 50 °C
View Scheme
参考文献
Huang, Baohua; Prantil, Matthew A.; Gustafson, Terry L.; Parquette, Jon R.
Journal of the American Chemical Society, 2003 , vol. 125, # 47 p. 14518 - 14530
