Hydrochloric Acid → HCID 14129803, compound

Participants

Reaction Steps

In ethanol (5 ml) was dissolved 4-[4-(3-indolyl)piperidinomethyl]-2-[(2R)-2-acetoxypropionylamino]thiazole (1 g) and under ice-cooling, 1N aqueous sodium hydroxide solution (2.34 ml) was added. The mixture was stirred for 1 hour at the same temperature and, then, for 1.5 hours at ambient temperature. Thereafter, 1N aqueous sodium hydroxide solution (0.7 ml) was further added and the mixture was stirred at ambient temperature for another 2 hours. The reaction mixture was then neutralized with 1N hydrochloric acid and concentrated under reduced pressure. The residue was extracted with a mixture of chloroform and methanol (10:1 V/V) and the extract was washed with a saturated aqueous solution of sodium chloride, dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to column chromatography on silica gel and elution was carried out with a mixture of chloroform and methanol (10:1 V/V) to give 4-[4-(3-indolyl)piperidinomethyl]-2-(D-lactoylamino)thiazole (0.39 g).

Provenance & Evidence