5,7-二氟-3,4-二氢喹唑啉-4-酮合成路线 （共 18 条）
反应条件
N-ethyl-N,N-diisopropylamine in V methoxymethyl ester; toluene T=40 - 123°C; Large scale reaction;
参考文献
Ford, J. Gair; Pointon, Simon M.; Powell, Lyn; Siedlecki, Paul S.; Baum, John; Chubb, Richard; Fieldhouse, Robin; Muxworthy, James; Nivlet, Alex; Stenson, Rachel; Warwick, Eleanor
Organic Process Research and Development, 2010 , vol. 14, # 5 p. 1078 - 1087
反应条件
hydrogenchloride in water T=146°C; 8 h; Product distribution / selectivity;
参考文献
ASTRAZENECA AB; ASTRAZENECA UK LIMITED
Patent: WO2006/64217 A2, 2006 ;
Location in patent: Page/Page column 52 ;
WO 2006/064217 A2
反应条件
piperidine in methanol T=70°C; 24 h; Product distribution / selectivity;
参考文献
ASTRAZENECA AB; ASTRAZENECA UK LIMITED
Patent: WO2006/64217 A2, 2006 ;
Location in patent: Page/Page column 52-53 ;
WO 2006/064217 A2
反应条件
in 2-methoxy-ethanol 10 h; Heating;
参考文献
Hennequin, Laurent F.; Allen, Jack; Breed, Jason; Curwen, Jon; Fennell, Michael; Green, Tim P.; Lambert-Van Der Brempt, Christine; Morgentin, Remy; Norman, Richard A.; Olivier, Annie; Otterbein, Ludovic; Ple, Patrick A.; Warin, Nicolas; Costello, Gerard
Journal of Medicinal Chemistry, 2006 , vol. 49, # 22 p. 6465 - 6488
反应条件
1: 87 percent / PPh3; DEAD / CH2Cl2 / 1 h / 20 °C 2: 76 percent / 2-methoxy-ethanol / 10 h / Heating View Scheme
参考文献
Hennequin, Laurent F.; Allen, Jack; Breed, Jason; Curwen, Jon; Fennell, Michael; Green, Tim P.; Lambert-Van Der Brempt, Christine; Morgentin, Remy; Norman, Richard A.; Olivier, Annie; Otterbein, Ludovic; Ple, Patrick A.; Warin, Nicolas; Costello, Gerard
Journal of Medicinal Chemistry, 2006 , vol. 49, # 22 p. 6465 - 6488
反应条件
1: 80 percent / NaOH; H2O2 / H2O / 0.5 h / 60 - 70 °C 2: 87 percent / PPh3; DEAD / CH2Cl2 / 1 h / 20 °C 3: 76 percent / 2-methoxy-ethanol / 10 h / Heating View Scheme
参考文献
Hennequin, Laurent F.; Allen, Jack; Breed, Jason; Curwen, Jon; Fennell, Michael; Green, Tim P.; Lambert-Van Der Brempt, Christine; Morgentin, Remy; Norman, Richard A.; Olivier, Annie; Otterbein, Ludovic; Ple, Patrick A.; Warin, Nicolas; Costello, Gerard
Journal of Medicinal Chemistry, 2006 , vol. 49, # 22 p. 6465 - 6488
反应条件
1.1: 1-methyl-pyrrolidin-2-one / tert-butyl methyl ether / Large scale reaction 1.2: 1 h / 3 °C / Large scale reaction 1.3: 2.58 h / 2 °C / Large scale reaction 2.1: N-ethyl-N,N-diisopropylamine / V methoxymethyl ester; toluene / 40 - 123 °C / Large scale reaction View Scheme
参考文献
Ford, J. Gair; Pointon, Simon M.; Powell, Lyn; Siedlecki, Paul S.; Baum, John; Chubb, Richard; Fieldhouse, Robin; Muxworthy, James; Nivlet, Alex; Stenson, Rachel; Warwick, Eleanor
Organic Process Research and Development, 2010 , vol. 14, # 5 p. 1078 - 1087
反应条件
1.1: sodium sulfate / water / 1.33 h / 45 - 50 °C / Large scale reaction 1.2: 0.33 h / 50 - 55 °C / Large scale reaction 1.3: 8 h / 55 °C / Large scale reaction 2.1: sulfuric acid / water / 6.5 h / 58 - 62 °C / Large scale reaction 3.1: sodium hydroxide / water / 0.67 h / 25 °C / Large scale reaction 3.2: 2.5 h / 20 - 25 °C / Large scale reaction 4.1: 1-methyl-pyrrolidin-2-one / tert-butyl methyl ether / Large scale reaction 4.2: 1 h / 3 °C / Large scale reaction 4.3: 2.58 h / 2 °C / Large scale reaction 5.1: N-ethyl-N,N-diisopropylamine / V methoxymethyl ester; toluene / 40 - 123 °C / Large scale reaction View Scheme
参考文献
Ford, J. Gair; Pointon, Simon M.; Powell, Lyn; Siedlecki, Paul S.; Baum, John; Chubb, Richard; Fieldhouse, Robin; Muxworthy, James; Nivlet, Alex; Stenson, Rachel; Warwick, Eleanor
Organic Process Research and Development, 2010 , vol. 14, # 5 p. 1078 - 1087
反应条件
1.1: sodium hydroxide / water / 0.67 h / 25 °C / Large scale reaction 1.2: 2.5 h / 20 - 25 °C / Large scale reaction 2.1: 1-methyl-pyrrolidin-2-one / tert-butyl methyl ether / Large scale reaction 2.2: 1 h / 3 °C / Large scale reaction 2.3: 2.58 h / 2 °C / Large scale reaction 3.1: N-ethyl-N,N-diisopropylamine / V methoxymethyl ester; toluene / 40 - 123 °C / Large scale reaction View Scheme
参考文献
Ford, J. Gair; Pointon, Simon M.; Powell, Lyn; Siedlecki, Paul S.; Baum, John; Chubb, Richard; Fieldhouse, Robin; Muxworthy, James; Nivlet, Alex; Stenson, Rachel; Warwick, Eleanor
Organic Process Research and Development, 2010 , vol. 14, # 5 p. 1078 - 1087
反应条件
N-ethyl-N,N-diisopropylamine; trichlorophosphate in acetonitrile
T=0 - 80°C; 4.75 h; Heating / reflux;
参考文献
Arnott, Euan A.; Chan, Lai C.; Cox, Brian G.; Meyrick, Brian; Phillips, Andy
Journal of Organic Chemistry, 2011 , vol. 76, # 6 p. 1653 - 1661
