Hydrochloric Acid → HCID 19854824, compound

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Reaction Steps

A solution of N-[6-[3-[[6-[[2-(4-amino-3,5-dichlorophenyl)-2-hydroxyethyl](phenylmethyl)amino]hexyl]oxy]-1-propynyl]-3-pyridinyl]acetamide (1 g) was hydrogenated over palladium oxide on carbon (50% aqueous paste, 1 g) in ethanol (50 ml) containing hydrochloric acid for 24 h. The catalyst was removed by filtration through hyflo, the solvent was evaporated and the residual oil was partitioned between 8% sodium bicarbonate solution (150 ml) and ethyl acetate (150 ml). The combined organic extracts were dried and concentrated to give an oil. Purification by FCC eluting with System A (95:5:1) gave an oil which was triturated under ether (50 ml) to give the title compound as a white solid (250 mg) m.p. 66°-67°.

Provenance & Evidence