Hydrochloric Acid → HCID 42639651, compound

Participants

Reaction Steps

The mixture of tert-butyl [(2R)-2-(6-chloro-3-pyridyl)-2-hydroxyethyl][2-[3′-isobutyl-4′-[[(methylsulfonyl)amino]-carbonyl]-4-biphenylyl]ethyl]carbamate (310 mg), ammonium formate (155 mg) and palladium on carbon powder (155 mg) in methanol (5 ml) and water (0.5 ml) was refluxed for 30 minutes. The catalyst was filtered off, and the filtrate was poured into water and extracted with chloroform-methanol (19:1). The organic layer was washed with brine, dried over magnesium sulfate, and evaporated to give pyridine product. To a solution of the product in ethyl acetate (1.8 ml) was added 4N hydrogen chloride in ethyl acetate (1.8 ml), and the mixture was stirred at room temperature for 16 hours. The resultant solid was collected by filtration and dried to give 4′-[2-[[(2R)-2-hydroxy-2-(3-pyridyl)ethyl]amino]-ethyl]-3-isobutyl-N-(methylsulfonyl)-4-biphenylcarboxamide dihydrochloride (93 mg).

Provenance & Evidence