3-甲基-吡啶-2-羧酸叔丁酰胺合成路线 (共 20 条)
反应条件
1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating 3: PPA / Heating 4: tetrahydrofuran / -40 °C 5: H2SO4 View Scheme
参考文献
Piwinski, John J.; Wong, Jesse K.; Green, Michael J.; Ganguly, Ashit K.; Billah, M. Motasim; et al.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 1 p. 457 - 461
反应条件
1: 1.) n-BuLi, NaBr / 1.) THF, hexane, -40 deg C, 10 min, 2.) THF, hexane, -40 deg C, 30 min 2: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 3: tetrahydrofuran / 0.5 h / 40 - 50 °C 4: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 5: 20 g / BF3 / 4 h / 120 °C 6: 42.4 g / toluene / 1 h / 80 °C View Scheme
参考文献
Schumacher, Doris P.; Murphy, Bruce L.; Clark, Jon E.; Tahbaz, Pete; Mann, Thomas A.
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2242 - 2244
反应条件
1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating 3: 2.) aq. HCl / 1.) THF, reflux 4: CF3SO3H / Heating 5: Et3N / toluene / Heating 6: aq. KOH / Heating View Scheme
参考文献
Piwinski, John J.; Wong, Jesse K.; Green, Michael J.; Ganguly, Ashit K.; Billah, M. Motasim; et al.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 1 p. 457 - 461
反应条件
1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating 3: PPA / Heating 4: tetrahydrofuran / -40 °C 5: H2SO4 6: Et3N / toluene / Heating 7: aq. KOH / Heating View Scheme
参考文献
Piwinski, John J.; Wong, Jesse K.; Green, Michael J.; Ganguly, Ashit K.; Billah, M. Motasim; et al.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 1 p. 457 - 461
反应条件
1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating 3: 2.) aq. HCl / 1.) THF, reflux 4: CF3SO3H / Heating View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 34, # 1 p. 457 - 461
反应条件
1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating 3: PPA / Heating 4: tetrahydrofuran / -40 °C 5: H2SO4 6: Et3N / toluene / Heating View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 34, # 1 p. 457 - 461
反应条件
1: 1.) n-BuLi, NaBr / 1.) THF, hexane, -40 deg C, 10 min, 2.) THF, hexane, -40 deg C, 30 min 2: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 3: tetrahydrofuran / 0.5 h / 40 - 50 °C 4: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C View Scheme
参考文献
Schumacher, Doris P.; Murphy, Bruce L.; Clark, Jon E.; Tahbaz, Pete; Mann, Thomas A.
Journal of Organic Chemistry, 1989 , vol. 54, # 9 p. 2242 - 2244
反应条件
1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating 3: 2.) aq. HCl / 1.) THF, reflux View Scheme
参考文献
Journal of Medicinal Chemistry, , vol. 34, # 1 p. 457 - 461
反应条件
1: 1.) n-BuLi / 1.) THF, -40 deg C 2: POCl3 / Heating 3: 2.) aq. HCl / 1.) THF, reflux 4: CF3SO3H / Heating 5: Et3N / toluene / Heating 6: aq. KOH / Heating 7: C5H5N / CH2Cl2 View Scheme
参考文献
Piwinski, John J.; Wong, Jesse K.; Green, Michael J.; Ganguly, Ashit K.; Billah, M. Motasim; et al.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 1 p. 457 - 461
反应条件
1: 1.) n-BuLi / 1.) THF, -40 deg C
2: POCl3 / Heating
3: PPA / Heating
View Scheme
参考文献
Piwinski, John J.; Wong, Jesse K.; Green, Michael J.; Ganguly, Ashit K.; Billah, M. Motasim; et al.
Journal of Medicinal Chemistry, 1991 , vol. 34, # 1 p. 457 - 461