3-[2-(3-氯苯基)乙基]-N-(2-甲基-2-丙基)-2-吡啶甲酰胺合成路线 (共 14 条)
反应条件
n-butyllithium; sodium bromide in tetrahydrofuran; hexane; water
参考文献
Schering Corporation
Patent: US5721236 A1, 1998 ;
反应条件
1: N-(1,1-dimethylethyl)-3-methyl-2-pyridine-carboxamide With n-butyllithium in tetrahydrofuran; hexane T=-64°C; 0.5 h; 2: With sodium bromide in tetrahydrofuran; hexane T=-64°C; 0.5 h; 3: 1-chloro-3-(chloromethyl)-benzene in tetrahydrofuran; hexane T=-60 - -10°C; 4 h;
参考文献
ALANTOS PHARMACEUTICALS, INC.
Patent: WO2006/116157 A2, 2006 ;
Location in patent: Page/Page column 56-57 ;
WO 2006/116157 A2
反应条件
n-butyllithium; sodium bromide in tetrahydrofuran; hexane; water
参考文献
Schering Corporation
Patent: US6075025 A1, 2000 ;
反应条件
1: 97 percent / conc. H2SO4 / 0.5 h / 75 °C 2: 1.) n-BuLi, NaBr / 1.) THF, hexane, -40 deg C, 10 min, 2.) THF, hexane, -40 deg C, 30 min 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
n-butyllithium; sodium bromide 1.) THF, hexane, -40 deg C, 10 min, 2.) THF, hexane, -40 deg C, 30 min; Multistep reaction;
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: POCl3 / Heating 2: 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
反应条件
trichlorophosphate in toluene 4 h; Reflux;
参考文献
Karcher, Solveigh C.; Laufer, Stefan A.
Journal of Medicinal Chemistry, 2009 , vol. 52, # 6 p. 1778 - 1782
反应条件
sodium hydroxide in water; isopropyl alcohol; trichlorophosphate
参考文献
Schering Corporation
Patent: US5700806 A1, 1997 ;
反应条件
1: 1.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 2: tetrahydrofuran / 0.5 h / 40 - 50 °C 3: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 4: 20 g / BF3 / 4 h / 120 °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.) POCl3, 2.) 50percent aq. NaOH / 1.) reflux, 3 h, 2.) 30 deg C, 2 h, pH 8 2: tetrahydrofuran / 0.5 h / 40 - 50 °C 3: 2 N aq. HCl / tetrahydrofuran / 1 h / 25 - 30 °C 4: 20 g / BF3 / 4 h / 120 °C 5: 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