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: chelidamic acid With bromine; phosphorus tribromide in chloroform T=20 - 90°C; 2: ethanol in chloroform T=0°C;
参考文献
Arkivoc, , vol. 2011, # 9 p. 77 - 93
反应条件
1: phosphorus pentabromide / 1.75 h / 90 °C 2: 6.56 g / CHCl3 / ice cooling View Scheme
参考文献
Tetrahedron, , vol. 54, # 16 p. 4107 - 4124
反应条件
thionyl chloride
168 h; Reflux;
参考文献
Hamada, Yoshio; Suzuki, Kenji; Nakanishi, Tomoya; Sarma, Diganta; Ohta, Hiroko; Yamaguchi, Ryoji; Yamasaki, Moe; Hidaka, Koushi; Ishiura, Shoichi; Kiso, Yoshiaki
Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 2 p. 618 - 623
反应条件
1: 79 percent / BF3*Et2O / diethyl ether / 1.5 h / Ambient temperature
2: 85 percent / NaBH4 / methanol / 0 deg C to RT, 3 h
View Scheme
参考文献
Sugano; Kittaka; Otsuka; et al.
Tetrahedron Letters, 1986 , vol. 27, # 31 p. 3635 - 3638
反应条件
1: PCl5 / CHCl3 / 72 h / Heating
2: water
3: aq. ammonia / 24 h / 150 °C / bomb
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: potassium carbonate
2: ammonia / methanol
3: potassium hydroxide; bromine
4: triethylamine
5: 10 Pb/C; lead; carbon; hydrogen
View Scheme
参考文献
Lou, Nan; Wang, Yangyang; Li, Haixia; Sokolov, Alexei P.; Xiong, Huiming
Polymer (United Kingdom), 2012 , vol. 53, # 20 p. 4455 - 4460
反应条件
1: PCl5 / CHCl3 / Heating
3: 64 percent / NaBH4 / ethanol / 16 h / Heating
4: 65 percent / methanesulfonyl chloride, Et3N / CH2Cl2; CHCl3 / 36 h / 20 °C
View Scheme
参考文献
Bridger, Gary J.; Skerlj, Renato T.; Padmanabhan, Sreenivasan; Martellucci, Stephen A.; Henson, Geoffrey W.; Struyf, Sofie; Witvrouw, Myriam; Schols, Dominique; De Clercq, Erik
Journal of Medicinal Chemistry, 1999 , vol. 42, # 19 p. 3971 - 3981
反应条件
thionyl chloride; N,N-dimethyl-formamide
2 h; Reflux;
参考文献
De Bo, Guillaume; De Winter, Julien; Gerbaux, Pascal; Fustin, Charles-Andre
Angewandte Chemie - International Edition, 2011 , vol. 50, # 39 p. 9093 - 9096
反应条件
1: PCl5 / CHCl3 / 72 h / Heating
4: hydrolysis
5: thionyl chloride / dimethylformamide
6: 42.9 percent / benzene / 48 h / 50 °C
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
sulfuric acid
T=90°C;
参考文献
Kim, Il; Han, Byeong Heui; Ha, Chang-Sik; Kim, Jae-Kon; Suh, Hongsuk
Macromolecules, 2003 , vol. 36, # 18 p. 6689 - 6691