1,2-Dichloroethane → 3-[1-(4-Amino-benzyl)-2-oxo-1,2,5,6-tetrahydro-pyridin-3-yl]-propionic acid methyl ester

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Reaction Steps

3-(2-oxo-1,2,5,6-tetrahydro-pyridin-3-yl)-propionic acid (g) was dissolved in 0.5 ml of DMF solution. Then BnONH2.HCl (30 mg, 0.188 mmol), diisopropyl methylamine (0.033 ml, 0.189 mmol), EDC (43 mg, 0.224 mmol) and DMAP (5 mg, 0.041 mmol) were added thereto and the mixture was stirred for overnight at room temperature. The mixture was diluted with 7 ml of ethyl acetate and washed with 5% HCl (1 ml) and saturated NaHCO3 solutions (1 ml). The organic layer was dried over anhydrous MgSO4, filtered and concentrated in vacuo. The resulting compound was purified by column chromatography on Silica gel with methanol/chloroform (1:20) solvent mixture as an eluant to give 126 mg (yield: 55%) of the title compound (h).

Provenance & Evidence