6-氯-2-吡嗪甲酸甲酯合成路线 (共 11 条)
反应条件
thionyl chloride 8 h; Reflux;
参考文献
Scanio, Marc J. C.; Shi, Lei; Bunnelle, William H.; Anderson, David J.; Helfrich, Rosalind J.; Malysz, John; Thorin-Hagene, Kirsten K.; Van Handel, Ceclia E.; Marsh, Kennan C.; Lee, Chih-Hung; Gopalakrishnan, Murali
Journal of Medicinal Chemistry, 2011 , vol. 54, # 21 p. 7678 - 7692
反应条件
N-chloro-succinimide in N,N-dimethyl-formamide T=80°C;
参考文献
Matthews, Hayden; Ranson, Marie; Tyndall, Joel D.A.; Kelso, Michael J.
Bioorganic and Medicinal Chemistry Letters, 2011 , vol. 21, # 22 p. 6760 - 6766
反应条件
1: With lithium carbonate 0.5 h; 2: With MMPP T=0°C; 3 h;
参考文献
Nikishkin, Nicolai I.; Huskens, Jurriaan; Ansari, Seraj A.; Mohapatra, Prasanta K.; Verboom, Willem
New Journal of Chemistry, 2013 , vol. 37, # 2 p. 391 - 402
反应条件
trichlorophosphate 2 h; Heating; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Journal of Chemical Research, Miniprint, , # 10 p. 2860 - 2875
反应条件
bis-(2-hydroxy-ethyl)-amine; trichlorophosphate 2 h; Heating; Yield given. Yields of byproduct given;
参考文献
Journal of Heterocyclic Chemistry, , vol. 31, # 5 p. 1177 - 1180
反应条件
1: ethanol; sodium hydroxide / 2 h / 20 °C 2: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 3 h / 20 °C View Scheme
参考文献
Scanio, Marc J. C.; Shi, Lei; Bunnelle, William H.; Anderson, David J.; Helfrich, Rosalind J.; Malysz, John; Thorin-Hagene, Kirsten K.; Van Handel, Ceclia E.; Marsh, Kennan C.; Lee, Chih-Hung; Gopalakrishnan, Murali
Journal of Medicinal Chemistry, 2011 , vol. 54, # 21 p. 7678 - 7692
反应条件
1: With ethanol; sodium hydroxide T=20°C; 2 h; 2: With hydrogenchloride; water in ethanol pH=~ 3;
参考文献
Scanio, Marc J. C.; Shi, Lei; Bunnelle, William H.; Anderson, David J.; Helfrich, Rosalind J.; Malysz, John; Thorin-Hagene, Kirsten K.; Van Handel, Ceclia E.; Marsh, Kennan C.; Lee, Chih-Hung; Gopalakrishnan, Murali
Journal of Medicinal Chemistry, 2011 , vol. 54, # 21 p. 7678 - 7692
反应条件
1: 35 percent / m-chloroperbenzoic acid / 1,2-dichloro-ethane / 27.5 h / 65 °C 2: 1.) aq. NaOH; 2.) MeOH / 1.) 75 deg C, 5 h; 2.) reflux, 30 min View Scheme
参考文献
Imai; Mano; Seo; Matsuno
Chemical and Pharmaceutical Bulletin, 1981 , vol. 29, # 1 p. 88 - 97
反应条件
1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h 1.2: 20 h / |Reflux 2.1: lithium carbonate / 0.5 h 2.2: 3 h / 0 °C View Scheme
参考文献
Nikishkin, Nicolai I.; Huskens, Jurriaan; Ansari, Seraj A.; Mohapatra, Prasanta K.; Verboom, Willem
New Journal of Chemistry, 2013 , vol. 37, # 2 p. 391 - 402
反应条件
1: 35 percent / m-chloroperbenzoic acid / 1,2-dichloro-ethane / 27.5 h / 65 °C
2: 1.) aq. NaOH; 2.) MeOH / 1.) 75 deg C, 5 h; 2.) reflux, 30 min
3: 56 percent / HCl gas / Ambient temperature
4: 75 percent / methanol / Ambient temperature
View Scheme
参考文献
Imai; Mano; Seo; Matsuno
Chemical and Pharmaceutical Bulletin, 1981 , vol. 29, # 1 p. 88 - 97