Ammonia → HCID 23114826, compound

Participants

Reaction Steps

To a dichloromethane (4 ml) suspension of the [6-[(4-chlorophenylsulfonyl)(2,5-difluorophenyl)methyl]pyridin-3-yl]carboxylic acid (100 mg, 0.236 mmol) obtained in Example 50 were added thionyl chloride (1.00 ml) and N,N-dimethylformamide (one drop). The resulting mixture was stirred at room temperature for 18 hours. The reaction mixture was concentrated to dryness. The residue thus obtained was dissolved in dichloromethane (6 ml). A 28% aqueous ammonia (2 ml) was added to the resulting solution. After the mixture was stirred at room temperature for 3 hours, the reaction mixture was acidified with 1N hydrochloric acid. The resulting mixture was concentrated and the solid thus formed was collected by filtration. The solid thus obtained was washed with water and ethanol and then, recrystallized from ethanol to give the title compound (47.9 mg, 0.113 mmol, 46%) as a white solid.

Provenance & Evidence