反应详情

温度

0 °C

A 1M solution of LiAlH4 in THF (0.52 ml, 0.52 mmol) at 0° C. is added to a solution of N-[2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-N-propyl-propionamide (94) (0.11 g, 0.26 mmol) in THF (1 ml). The mixture is stirred at 0° C. for 30 minutes and at room temperature for 15 hours. The reaction is quenched by ether containing water (5 ml) at 0° C. Water (1 ml) and EtOAc (20 ml) are added to the mixture and the suspension is stirred at room temperature for 20 minutes. MgSO4 (2 g) and Celite (2 g) are added and the mixture is stirred at room temperature for 40 minutes. The inorganic salts are removed and washed with EtOAc. The combined filtrates are concentrated under reduced pressure and the residue is purified by flash column chromatography to give [2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-dipropyl-amine (93); Rf (hexane/EtOAc=9:1)=0.39, MS m/z 413.4 (M+H) and [2-methoxy-6-(2-methoxy-4-trifluoromethoxy-phenyl)-5-methyl-pyridin-3-yl]-propyl-amine; Rf (hexane/EtOAc=9:1)=0.35, MS m/z 371.3 (M+H) (94)

1. customThe reaction is quenched by ether
2. additioncontaining water (5 ml) at 0° C
3. additionWater (1 ml) and EtOAc (20 ml) are added to the mixture
4. stirringthe suspension is stirred at room temperature for 20 minutes
5. additionMgSO4 (2 g) and Celite (2 g) are added
6. stirringthe mixture is stirred at room temperature for 40 minutes
7. customThe inorganic salts are removed
8. washwashed with EtOAc
9. concentrationThe combined filtrates are concentrated under reduced pressure
10. customthe residue is purified by flash column chromatography