Methanesulfonyl chloride → HCID 71542173, compound

Participants

Reaction Steps

(S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(2-(3,4-dimethoxybenzylamino)acetoxy)ethyl)pyridine 1-oxide hydrochloride (42 mg, 0.064 mmol) was dissolved in DCM (1.5 ml). Py (500 μl, 6.18 mmol) and methanesulfonyl chloride (5.96 μl, 0.076 mmol) were added, and the reaction was stirred at RT for 2 hours to achieve completion. The reaction mixture was diluted with HCl 1M and extracted with DCM. The organic phase was dried over Na2SO4 and concentrated under vacuum. The crude product was purified by preparative reverse-phase HPLC to give (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(2-(N-(3,4-dimethoxybenzyl)methylsulfonamido)-acetoxy)ethyl)pyridine 1-oxide (20 mg, 44.5% yield).

Provenance & Evidence