Methanesulfonic Acid → HCID 86594564, compound

Participants

Reaction Steps

Methanesulfonic acid (16 μL, 0.24 mmol) was added dropwise over 5 min to a stirred solution of N1-(cyanomethyl)-N2-[4-(4-(tert-butoxycarbonyl)piperazin-1-ylphenyl)isothiazol-5-yl]leucinamide (63 mg, 0.12 mmol) in THF (0.21 mL) at rt. Stirring was continued for 1 h before additional methanesulfonic acid (16 μL, 0.24 mmol) was introduced in the same manner with stirring for 1 h. A final portion of methanesulfonic acid (8 μL, 0.12 mmol) was added dropwise over 3 min and the mixture was stirred at rt for 8 h. The reaction was quenched by the careful addition of an excess of saturated sodium bicarbonate solution. Extraction with ethyl acetate (3×), drying of the combined organics (Na2SO4) and concentration in vacuo gave 48 mg of N1-(cyanomethyl)-N2-[4-(4-piperazin-1-ylphenyl)isothiazol-5-yl]leucinamide as a tan foam. MS (+ESI): 413.2 [M+1]+.

Provenance & Evidence