Hydrochloric Acid → HCID 71811244, compound

Participants

Reaction Conditions

Reaction Steps

To a cooled solution (0° C.) of tert-butyl N-(4-methyl-2-pyridyl)-N-[2-[[(E)-3,3,3-trifluoroprop-1-enyl]sulfonyl-amino]ethyl]carbamate (190 mg, 0.464 mmol) in dioxane (10 ml) was added HCl (4M solution in dioxane, 3.5 ml, 14 mmol). The mixture was stirred at 0° C. for 30 minutes and then for 48 hours at room temperature. The mixture was evaporated to dryness under reduced pressure and the residue was partitioned between saturated sodium bicarbonate solution and DCM. Layers were separated and the aqueous layer was extracted with DCM (2×). The combined organic layers were dried over sodium sulfate, concentrated under reduces pressure and the residue was purified by column chromatography (silica, gradient of 10 to 100% heptane in ethyl acetate) to yield 103 mg of a white solid (0.33 mmol, 72%)

Provenance & Evidence