4-氯-6-甲氧基-7-[(1-甲基-4-哌啶基)甲氧基]-喹唑烷合成路线 （共 10 条）
反应条件
thionyl chloride in N,N-dimethyl-formamide T=85°C; 1 h;
参考文献
AstraZeneca AB
Patent: EP1119567 B1, 2005 ;
Location in patent: Page/Page column 36 ;
反应条件
1: 92 percent / triphenylphosphine; diethyl azodicarboxylate / CH2Cl2; toluene / 1 h / 20 °C 2: HCl / dioxane / 1 h / 20 °C 3: 80 percent / formic acid / H2O / 95 °C 4: nitric acid; trifluoroacetic acid / CH2Cl2 / 20 °C 5: hydrogen / palladium on activated carbon / methanol 6: 2-methoxy-ethanol / 2 h / 115 °C 7: oxalyl chloride / CHCl3; dimethylformamide / Heating View Scheme
参考文献
Hennequin, Laurent F.; Stokes, Elaine S. E.; Thomas, Andrew P.; Johnstone, Craig; Ple, Patrick A.; Ogilvie, Donald J.; Dukes, Michael; Wedge, Stephen R.; Kendrew, Jane; Curwen, Jon O.
Journal of Medicinal Chemistry, 2002 , vol. 45, # 6 p. 1300 - 1312
反应条件
1: 92 percent / triphenylphosphine; diethyl azodicarboxylate / CH2Cl2; toluene / 1 h / 20 °C 2: HCl / dioxane / 1 h / 20 °C 3: 80 percent / formic acid / H2O / 95 °C 4: nitric acid; trifluoroacetic acid / CH2Cl2 / 20 °C 5: hydrogen / palladium on activated carbon / methanol 6: 2-methoxy-ethanol / 2 h / 115 °C 7: oxalyl chloride / CHCl3; dimethylformamide / Heating View Scheme
参考文献
Seimbille, Yann; Phelps, Michael E.; Czernin, Johannes; Silverman, Daniel H. S.
Journal of Labelled Compounds and Radiopharmaceuticals, 2005 , vol. 48, # 11 p. 829 - 843
反应条件
1: nitric acid; trifluoroacetic acid / CH2Cl2 / 20 °C 2: hydrogen / palladium on activated carbon / methanol 3: 2-methoxy-ethanol / 2 h / 115 °C 4: oxalyl chloride / CHCl3; dimethylformamide / Heating View Scheme
参考文献
Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 48, # 11 p. 829 - 843
反应条件
1: hydrogen / palladium on activated carbon / methanol 2: 2-methoxy-ethanol / 2 h / 115 °C 3: oxalyl chloride / CHCl3; dimethylformamide / Heating View Scheme
参考文献
Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 48, # 11 p. 829 - 843
反应条件
1: HCl / dioxane / 1 h / 20 °C 2: 80 percent / formic acid / H2O / 95 °C 3: nitric acid; trifluoroacetic acid / CH2Cl2 / 20 °C 4: hydrogen / palladium on activated carbon / methanol 5: 2-methoxy-ethanol / 2 h / 115 °C 6: oxalyl chloride / CHCl3; dimethylformamide / Heating View Scheme
参考文献
Seimbille, Yann; Phelps, Michael E.; Czernin, Johannes; Silverman, Daniel H. S.
Journal of Labelled Compounds and Radiopharmaceuticals, 2005 , vol. 48, # 11 p. 829 - 843
反应条件
1: 92 percent / Ph3P; DEAD / CH2Cl2 / 0.5 h / 20 °C 2: 92 percent / TFA / CH2Cl2 / 1 h / 20 °C 3: 82 percent / NaCNBH3 / tetrahydrofuran; methanol / 0.5 h / 20 °C 4: 83 percent / methanolic NH3 / methanol / 20 h / 20 °C 5: 98 percent / SOCl2 / dimethylformamide / 1 h / 85 °C View Scheme
参考文献
Hennequin, Laurent F.; Stokes, Elaine S. E.; Thomas, Andrew P.; Johnstone, Craig; Ple, Patrick A.; Ogilvie, Donald J.; Dukes, Michael; Wedge, Stephen R.; Kendrew, Jane; Curwen, Jon O.
Journal of Medicinal Chemistry, 2002 , vol. 45, # 6 p. 1300 - 1312
反应条件
1: 92 percent / TFA / CH2Cl2 / 1 h / 20 °C 2: 82 percent / NaCNBH3 / tetrahydrofuran; methanol / 0.5 h / 20 °C 3: 83 percent / methanolic NH3 / methanol / 20 h / 20 °C 4: 98 percent / SOCl2 / dimethylformamide / 1 h / 85 °C View Scheme
参考文献
Hennequin, Laurent F.; Stokes, Elaine S. E.; Thomas, Andrew P.; Johnstone, Craig; Ple, Patrick A.; Ogilvie, Donald J.; Dukes, Michael; Wedge, Stephen R.; Kendrew, Jane; Curwen, Jon O.
Journal of Medicinal Chemistry, 2002 , vol. 45, # 6 p. 1300 - 1312
反应条件
1: sodium hydride / N,N-dimethyl-formamide / 80 °C 2: thionyl chloride / 60 °C View Scheme
参考文献
Yu, Bing; Tang, Li-Da; Li, Yi-Liang; Song, Shu-Hui; Ji, Xiao-Liang; Lin, Mu-Sen; Wu, Chun-Fu
Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 1 p. 110 - 114
反应条件
in isopropyl alcohol T=80°C; 0.533333 h; Microwave irradiation;
参考文献
Marzaro, Giovanni; Guiotto, Adriano; Pastorini, Giovanni; Chilin, Adriana
Tetrahedron, 2010 , vol. 66, # 4 p. 962 - 968
