8-氯-5,10-二氢-11H-二苯并[b,e][1,4]二氮杂卓-11-酮合成路线 (共 18 条)
反应条件
1: palladium 10 on activated carbon / tetrahydrofuran / 24 h / 20 °C 2: sodium nitrite; hydrogenchloride; potassium iodide / dichloromethane / 4 h / 0 - 20 °C 3: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 4 h / 120 °C 4: tin(ll) chloride; hydrogenchloride / 0.25 h / |Reflux 5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(N,N-dimethlyamino)pyridine / acetonitrile / |Microwave irradiation View Scheme
参考文献
Yu, Yongguo; Wu, Jianbo; Lei, Fan; Chen, Lei; Wan, Weili; Hai, Li; Guan, Mei; Wu, Yong
Letters in Drug Design and Discovery, 2013 , vol. 10, # 4 p. 369 - 373
反应条件
1: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 4 h / 120 °C 2: tin(ll) chloride; hydrogenchloride / 0.25 h / |Reflux 3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(N,N-dimethlyamino)pyridine / acetonitrile / |Microwave irradiation View Scheme
参考文献
Yu, Yongguo; Wu, Jianbo; Lei, Fan; Chen, Lei; Wan, Weili; Hai, Li; Guan, Mei; Wu, Yong
Letters in Drug Design and Discovery, 2013 , vol. 10, # 4 p. 369 - 373
反应条件
1: dichloromethane / 1 h / 20 °C 2: nitric acid; acetic acid / 0.5 h / 0 °C 3: hydrogenchloride / water / 2 h / |Reflux 4: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 4 h / 120 °C 5: tin(ll) chloride; hydrogenchloride / 0.25 h / |Reflux 6: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(N,N-dimethlyamino)pyridine / acetonitrile / |Microwave irradiation View Scheme
参考文献
Yu, Yongguo; Wu, Jianbo; Lei, Fan; Chen, Lei; Wan, Weili; Hai, Li; Guan, Mei; Wu, Yong
Letters in Drug Design and Discovery, 2013 , vol. 10, # 4 p. 369 - 373
反应条件
1: nitric acid; acetic acid / 0.5 h / 0 °C 2: hydrogenchloride / water / 2 h / |Reflux 3: potassium carbonate; copper(l) iodide / N,N-dimethyl-formamide / 4 h / 120 °C 4: tin(ll) chloride; hydrogenchloride / 0.25 h / |Reflux 5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 4-(N,N-dimethlyamino)pyridine / acetonitrile / |Microwave irradiation View Scheme
参考文献
Yu, Yongguo; Wu, Jianbo; Lei, Fan; Chen, Lei; Wan, Weili; Hai, Li; Guan, Mei; Wu, Yong
Letters in Drug Design and Discovery, 2013 , vol. 10, # 4 p. 369 - 373
反应条件
1: With N,N-dimethyl-aniline; trichlorophosphate in toluene T=95°C; 2 h; 2: With sodium carbonate in 1,4-dioxane T=80°C; 1 h;
参考文献
Pettersson, Hanna; Buelow, Anne; Ek, Fredrik; Jensen, Jacob; Ottesen, Lars K.; Fejzic, Alma; Ma, Jian-Nong; Tredici, Andria L. Del; Currier, Erika A.; Gardell, Luis R.; Tabatabaei, Ali; Craig, Darren; McFarland, Krista; Ott, Thomas R.; Piu, Fabrice; Burstein, Ethan S.; Olsson, Roger
Journal of Medicinal Chemistry, 2009 , vol. 52, # 7 p. 1975 - 1982
反应条件
titanium tetrachloride in 1,4-dioxane; toluene 2 h; Heating;
参考文献
Australian Journal of Chemistry, , vol. 60, # 9 p. 673 - 684
反应条件
1: 90 percent / xylene / Heating
2: dimethylformamide / 8 h / Ambient temperature
View Scheme
参考文献
Ruger; Rohnert; Lohmann
Pharmazie, 1990 , vol. 45, # 8 p. 555 - 559
反应条件
titanium tetrachloride in 1,4-dioxane
24 h; Heating;
参考文献
Capuano, Ben; Crosby, Ian T.; Lloyd, Edward J.; Taylor, David A.
Australian Journal of Chemistry, 2002 , vol. 55, # 9 p. 565 - 576