1,4-Dioxane → HCID 71541989, compound

Participants

Reaction Steps

To a solution of (S)-4-(2-(2-(3-(N-(tert-butoxycarbonyl)methylsulfonamido)-4-methoxybenzoyloxy)acetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)-phenyl)ethyl)-3,5-dichloropyridine 1-oxide (0.296 g, 0.367 mmol) in DCM (20 ml), HCl 4M in dioxane (0.919 ml, 3.67 mmol) was added, and the mixture was stirred at RT for 3 days. Additional HCl 4M in dioxane (1.838 ml, 7.34 mmol) was added over 2 days with stirring at the same temperature. The volatiles was removed under vacuum, and the crude was triturated with MeOH. The precipitate was collected by filtration and washed with Et2O to give (S)-3,5-dichloro-4-(2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)-2-(2-(4-methoxy-3-(methylsulfonamido)benzoyloxy)-acetoxy)ethyl)pyridine 1-oxide as a white solid (0.215 g, 0.305 mmol, 83% yield, MS/ESI+ 705.25 [MH]+, [αD]=−28.15, c=0.53, DCM).

Provenance & Evidence