6-甲氧基-7-苄氧基喹唑啉-4-酮合成路线 (共 34 条)
反应条件
1.1: NaH / dimethylformamide / 1.5 h 1.2: 84 percent / dimethylformamide / 2 h / 20 °C 2.1: 80 percent / H2; AcOH / 10 percent Pd/C / dimethylformamide; ethyl acetate; methanol / 0.67 h / 760 Torr View Scheme
参考文献
Hennequin, Laurent F.; Thomas, Andrew P.; Johnstone, Craig; Stokes, Elaine S. E.; Ple, Patrick A.; Lohmann, Jean-Jacques M.; Ogilvie, Donald J.; Dukes, Mike; Wedge, Steve R.; Curwen, Jon O.; Kendrew, Jane; Lambert-Van Der Brempt, Christine
Journal of Medicinal Chemistry, 1999 , vol. 42, # 26 p. 5369 - 5389
反应条件
1: SOCl2; DMF / Heating 2: 71 percent / propan-2-ol / 1.5 h / Heating 3: 72 percent / TFA / 0.83 h / Heating View Scheme
参考文献
Hennequin, Laurent F.; Thomas, Andrew P.; Johnstone, Craig; Stokes, Elaine S. E.; Ple, Patrick A.; Lohmann, Jean-Jacques M.; Ogilvie, Donald J.; Dukes, Mike; Wedge, Steve R.; Curwen, Jon O.; Kendrew, Jane; Lambert-Van Der Brempt, Christine
Journal of Medicinal Chemistry, 1999 , vol. 42, # 26 p. 5369 - 5389
反应条件
1: 100 percent / aq. TFA / 2 h / Heating 2: 89 percent / pyridine / 1 h / Heating 3: 69 percent / SOCl2 / 1.5 h / Heating View Scheme
参考文献
Harris, Craig S.; Kettle, Jason G.; Williams, Emma J.
Tetrahedron Letters, 2005 , vol. 46, # 43 p. 7381 - 7384
反应条件
1: thionyl chloride; trichlorophosphate / N,N-dimethyl-formamide / 2 h / Reflux 2: isopropyl alcohol / 2 h / Reflux 3: trifluoroacetic acid / 2 h / Heating 4: triphenylphosphine; di-isopropyl azodicarboxylate / dichloromethane / 3 h / 20 °C View Scheme
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
反应条件
trifluoroacetic acid 2 h; Heating;
参考文献
Harris, Craig S.; Kettle, Jason G.; Williams, Emma J.
Tetrahedron Letters, 2005 , vol. 46, # 43 p. 7381 - 7384
反应条件
1: SOCl2; DMF / Heating 2: propan-2-ol / 4 h / Heating 3: TFA / 0.83 h / Heating View Scheme
参考文献
HANMI HOLDINGS CO., LTD.; BAE, In Hwan; BYUN, Eun Young; JU, Hae Kyoung; SONG, Ji Young; JUNG, Seung Hyun; JUN, Mi Ae; KIM, Ho Seok; JUNG, Young Hee; SHIM, Mi Yon; AHN, Young Gil; KIM, Maeng Sup
Patent: WO2012/30160 A2, 2012 ;
反应条件
sodium hydroxide; N-ethyl-N,N-diisopropylamine; trichlorophosphate
参考文献
KIRIN BEER KABUSHIKI KAISHA
Patent: EP1153920 A1, 2001 ;
反应条件
thionyl chloride in N,N-dimethyl-formamide
参考文献
Zeneca Limited
Patent: US6265411 B1, 2001 ;
反应条件
potassium carbonate in isobutyramide
T=90°C; 4 h;
参考文献
ASTRAZENECA AB; ASTRAZENECA UK LIMITED
Patent: WO2004/58782 A1, 2004 ;
Location in patent: Page 45 ;
WO 2004/058782 A1
反应条件
hydrogenchloride in water; N,N-dimethyl-formamide; mineral oil; Petroleum ether
参考文献
Zeneca Limited
Patent: US6265411 B1, 2001 ;