6-乙酰氧基-4-氯-7-甲氧基喹唑啉合成路线 (共 17 条)
反应条件
1: sulfuric acid / Reflux 2: nitric acid; acetic acid / 0 - 5 °C 3: 10 palladium on activated charcoal; hydrogen 4: 160 - 170 °C 5: methanesulfonic acid; [35S]-L-(-)-Methionine / 120 °C 6: pyridine; 4-(N,N-dimethlyamino)pyridine / 100 °C 7: trichlorophosphate / toluene / Reflux View Scheme
参考文献
Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 14 p. 4745 - 4749
反应条件
1.1: trimethyl orthoformate / methanol / 4 h / 70 °C / |Reflux 2.1: methanesulfonic acid; dl-methionine / 3 h / 130 °C / |Cooling with ice 2.2: pH 7 3.1: pyridine / 3 h / 20 - 100 °C 4.1: thionyl chloride / N,N-dimethyl-formamide / 3 h / 70 °C View Scheme
反应条件
in isopropyl alcohol 2 h; Inert atmosphereReflux;
参考文献
Ban, Hyun Seung; Tanaka, Yuko; Nabeyama, Wataru; Hatori, Masako; Nakamura, Hiroyuki
Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 2 p. 870 - 879
反应条件
1: NH4OH / methanol View Scheme
参考文献
SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Jiancun; ZHANG, Yingjun; ZHANG, Weihong; LIU, Bing; ZHANG, Jiquan; LIU, Jinlei; ZHANG, Lu
Patent: WO2013/71697 A1, 2013 ;
反应条件
1: 98 percent / propan-2-ol / Heating
2: 67 percent / pyridine hydrochloride / 3 h / 150 °C
View Scheme
参考文献
Harris, Craig S.; Hennequin, Laurent F.; Kettle, Jason G.; Willerval, Olivier A.
Tetrahedron Letters, 2005 , vol. 46, # 45 p. 7715 - 7719
反应条件
1: isopropyl alcohol / 5 h / 88 °C
2: water; sodium hydroxide / methanol / 6 h / 20 °C
3: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 6 h / 40 °C
View Scheme
参考文献
SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Jiancun; ZHANG, Yingjun; ZHANG, Weihong; LIU, Bing; ZHANG, Jiquan; LIU, Jinlei; ZHANG, Lu
Patent: WO2013/71697 A1, 2013 ;
反应条件
ammonia in methanol
T=20°C; 1.5 h;
参考文献
ASTRAZENECA AB; ASTRAZENECA UK LIMITED
Patent: WO2005/26151 A1, 2005 ;
Location in patent: Page/Page column 124 ;
WO 2005/026151 A1