4-氯-5-(四氢-2H-吡喃-4-基氧基)喹唑啉-7-醇合成路线 (共 9 条)
反应条件
1: 66 percent / PPh3; CCl4 / 1,2-dichloro-ethane / 2 h / 70 °C
2: 78 percent / NH3 / methanol / 2 h / 20 °C
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
ammonia in methanol
T=20°C; 2 h;
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: NaH / dimethylformamide / 1 h / 20 °C
1.2: 83 percent / dimethylformamide / 1 h / 0 °C
2.1: 88 percent / PPh3; DTAD / CH2Cl2 / 1 h / 20 °C
3.1: 100 percent / K2CO3; PhSH / 1-methyl-pyrrolidin-2-one / 0.58 h / 195 °C
4.1: 57 percent / pyridine / 2 h / 120 °C
5.1: 66 percent / PPh3; CCl4 / 1,2-dichloro-ethane / 2 h / 70 °C
6.1: 78 percent / NH3 / methanol / 2 h / 20 °C
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: 98 percent / MgBr2; pyridine / 1.5 h / Heating
2.1: NaH / dimethylformamide / 1 h / 20 °C
2.2: 83 percent / dimethylformamide / 1 h / 0 °C
3.1: 88 percent / PPh3; DTAD / CH2Cl2 / 1 h / 20 °C
4.1: 100 percent / K2CO3; PhSH / 1-methyl-pyrrolidin-2-one / 0.58 h / 195 °C
5.1: 57 percent / pyridine / 2 h / 120 °C
6.1: 66 percent / PPh3; CCl4 / 1,2-dichloro-ethane / 2 h / 70 °C
7.1: 78 percent / NH3 / methanol / 2 h / 20 °C
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: 88 percent / PPh3; DTAD / CH2Cl2 / 1 h / 20 °C
2: 100 percent / K2CO3; PhSH / 1-methyl-pyrrolidin-2-one / 0.58 h / 195 °C
3: 57 percent / pyridine / 2 h / 120 °C
4: 66 percent / PPh3; CCl4 / 1,2-dichloro-ethane / 2 h / 70 °C
5: 78 percent / NH3 / methanol / 2 h / 20 °C
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: 100 percent / K2CO3; PhSH / 1-methyl-pyrrolidin-2-one / 0.58 h / 195 °C
2: 57 percent / pyridine / 2 h / 120 °C
3: 66 percent / PPh3; CCl4 / 1,2-dichloro-ethane / 2 h / 70 °C
4: 78 percent / NH3 / methanol / 2 h / 20 °C
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: 57 percent / pyridine / 2 h / 120 °C
2: 66 percent / PPh3; CCl4 / 1,2-dichloro-ethane / 2 h / 70 °C
3: 78 percent / NH3 / methanol / 2 h / 20 °C
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: 95 percent / ethanol; CH2Cl2 / 0 °C
2.1: 94 percent / 2-methoxy-ethanol / 2 h / Heating
3.1: 98 percent / MgBr2; pyridine / 1.5 h / Heating
4.1: NaH / dimethylformamide / 1 h / 20 °C
4.2: 83 percent / dimethylformamide / 1 h / 0 °C
5.1: 88 percent / PPh3; DTAD / CH2Cl2 / 1 h / 20 °C
6.1: 100 percent / K2CO3; PhSH / 1-methyl-pyrrolidin-2-one / 0.58 h / 195 °C
7.1: 57 percent / pyridine / 2 h / 120 °C
8.1: 66 percent / PPh3; CCl4 / 1,2-dichloro-ethane / 2 h / 70 °C
9.1: 78 percent / NH3 / methanol / 2 h / 20 °C
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: 94 percent / 2-methoxy-ethanol / 2 h / Heating
2.1: 98 percent / MgBr2; pyridine / 1.5 h / Heating
3.1: NaH / dimethylformamide / 1 h / 20 °C
3.2: 83 percent / dimethylformamide / 1 h / 0 °C
4.1: 88 percent / PPh3; DTAD / CH2Cl2 / 1 h / 20 °C
5.1: 100 percent / K2CO3; PhSH / 1-methyl-pyrrolidin-2-one / 0.58 h / 195 °C
6.1: 57 percent / pyridine / 2 h / 120 °C
7.1: 66 percent / PPh3; CCl4 / 1,2-dichloro-ethane / 2 h / 70 °C
8.1: 78 percent / NH3 / methanol / 2 h / 20 °C
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