Ethyl Acetate → 4-((S)-2-((S)-3-(3-(2-aminoethylcarbamoyl)phenylsulfonyl)thiazolidine-2-carbonyloxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide hydrochloride

Participants

Reaction Steps

4-((S)-2-((S)-3-(3-(2-(tert-Butoxycarbonylamino)ethylcarbamoyl)phenylsulfonyl)-thiazolidine-2-carbonyloxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-ethyl)-3,5-dichloropyridine 1-oxide (211 mg, 0.245 mmol) was dissolved in HCl 1N in Ethyl Acetate (5 ml, 165 mmol). The reaction was stirred at room temperature for 5 hrs to achieve completion. The reaction mixture was concentrated under vacuum, and the crude product was triturated with Et2O and filtered to give the crude 4-((S)-2-((S)-3-(3-(2-aminoethylcarbamoyl)phenylsulfonyl)thiazolidine-2-carbonyloxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide hydrochloride (195 mg, 0.245 mmol, 100% yield).

Provenance & Evidence