Trifluoroacetic acid → (S)-4-(2-(2-carboxyacetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide

Participants

Reaction Conditions

Reaction Steps

(S)-4-(2-(3-tert-butoxy-3-oxopropanoyloxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide (1.0561 g, 1.878 mmol) was dissolved in DCM (70 ml) and cooled to 0° C. TFA (1.447 ml, 18.78 mmol) was added slowly, and the reaction was stirred at RT for 3 days. Two more additions of TFA (0.723 ml, 9.39 mmol) were performed, and the stirring was continued overnight. The mixture was evaporated to dryness affording (S)-4-(2-(2-carboxyacetoxy)-2-(3-(cyclopropylmethoxy)-4-(difluoromethoxy)phenyl)ethyl)-3,5-dichloropyridine 1-oxide (0.950 g, 1.876 mmol, 100% yield, MS/ESI+ 505.9 [MH]+).

Provenance & Evidence