2-氨基-4,6-二甲氧基苯甲酸甲酯合成路线 (共 11 条)
反应条件
1.1: Heating 2.1: tetrahydrofuran / -78 °C 2.2: AcOH / 20 °C 3.1: POCl3 / Heating View Scheme
参考文献
Zhang, Nan; Wu, Biqi; Powell, Dennis; Wissner, Allan; B. Floyd, Middleton; D. Kovacs, Eleonora; Toral-Barza, Lourdes; Kohler, Constance
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 24 p. 2825 - 2828
反应条件
1.1: Heating 2.1: tetrahydrofuran / -78 °C 2.2: AcOH / 20 °C View Scheme
参考文献
Zhang, Nan; Wu, Biqi; Powell, Dennis; Wissner, Allan; B. Floyd, Middleton; D. Kovacs, Eleonora; Toral-Barza, Lourdes; Kohler, Constance
Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 24 p. 2825 - 2828
反应条件
in ethanol; dichloromethane
T=0°C;
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
sodium hydroxide in ethanol; dichloromethane
参考文献
AstraZeneca AB
Patent: EP1292594 B1, 2004 ;
反应条件
in tetrahydrofuran; methanol
T=20°C;
参考文献
Guengoer, Timur; Chen, Ying; Golla, Rajasree; Ma, Zhengping; Corte, James R.; Northrop, John P.; Bin, Bin; Dickson, John K.; Stouch, Terry; Zhou, Rong; Johnson, Susan E.; Seethala, Ramakrishna; Feyen, Jean H. M.
Journal of Medicinal Chemistry, 2006 , vol. 49, # 8 p. 2440 - 2455
反应条件
1: 50 percent / NaOH; aq. H2O2 / 0.17 h / 100 °C
2: tetrahydrofuran; methanol / 20 °C
View Scheme
参考文献
Guengoer, Timur; Chen, Ying; Golla, Rajasree; Ma, Zhengping; Corte, James R.; Northrop, John P.; Bin, Bin; Dickson, John K.; Stouch, Terry; Zhou, Rong; Johnson, Susan E.; Seethala, Ramakrishna; Feyen, Jean H. M.
Journal of Medicinal Chemistry, 2006 , vol. 49, # 8 p. 2440 - 2455
反应条件
1: 100 percent / 0.5 h / 165 °C
2: 50 percent / NaOH; aq. H2O2 / 0.17 h / 100 °C
3: tetrahydrofuran; methanol / 20 °C
View Scheme
参考文献
Guengoer, Timur; Chen, Ying; Golla, Rajasree; Ma, Zhengping; Corte, James R.; Northrop, John P.; Bin, Bin; Dickson, John K.; Stouch, Terry; Zhou, Rong; Johnson, Susan E.; Seethala, Ramakrishna; Feyen, Jean H. M.
Journal of Medicinal Chemistry, 2006 , vol. 49, # 8 p. 2440 - 2455
反应条件
1: 94 percent / 2-methoxy-ethanol / 2 h / Heating
2: POCl3; DIPEA / 1,2-dichloro-ethane / 2 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: 94 percent / 2-methoxy-ethanol / 2 h / Heating
2: 98 percent / MgBr2; pyridine / 1.5 h / Heating
View Scheme
参考文献
Ballard, Peter; Bradbury, Robert H.; Harris, Craig S.; Hennequin, Laurent F.A.; Hickinson, Mark; Johnson, Paul D.; Kettle, Jason G.; Klinowska, Teresa; Leach, Andrew G.; Morgentin, Remy; Pass, Martin; Ogilvie, Donald J.; Olivier, Annie; Warin, Nicolas; Williams, Emma J.
Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 6 p. 1633 - 1637
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