反应详情

To a solution of dimethyl(3-(3-pyridyloxy)propyl)amine (1.95 g, 10.8 mmol) in ethanol (15 mL) was added galactaric acid (0.696 g, 3.30 mmol). Water (4 mL) was added drop-wise, while warming the solution to reflux. To remove some white, insoluble solids, the warm solution was filtered through a glass wool plug, washing the filter plug with a warm solution of ethanol-water (4:1, v/v). The filtrate was diluted with ethanol (80 mL). The mixture was allowed to cool to ambient temperature and was further cooled at 5° C. for 16 h. No solids precipitated. Consequently, the solution was concentrated to a crystalline solid. The solid was slurried in ether, filtered, washed with ether, and vacuum dried at 40° C. to give 1.94 g (62.7%) of brown powdery crystals, mp 137-140° C. The compound exhibits a Ki of 126 nM; the effect at muscle sites is 8 percent; and the effect at ganglia sites is 5 percent. The compound exhibits neurotransmitter release of 32 percent.

1. temperaturewhile warming the solution
2. temperatureto reflux
3. customTo remove some white, insoluble solids
4. filtrationthe warm solution was filtered through a glass wool plug
5. washwashing the filter plug with a warm solution of ethanol-water (4:1
6. additionThe filtrate was diluted with ethanol (80 mL)
7. temperaturewas further cooled at 5° C. for 16 h
8. customNo solids precipitated
9. concentrationConsequently, the solution was concentrated to a crystalline solid
10. filtrationfiltered
11. washwashed with ether, and vacuum
12. customdried at 40° C.