Sulfuric Acid → HCID 58066682, compound

Participants

Reaction Conditions

Reaction Steps

N-[3-tert-Butylsulfanylmethyl-4-(4-cyanomethyl-pyrazol-1-ylmethyl)-phenyl]-2,2-dimethyl-propionamide (0.080 g, 0.20 mmol) in EtOH (10 mL) was treated with sulfuric acid (10 drops) and stirred at 50° C. for 2 hours. No reaction was observed, so additional sulfuric acid (0.5 mL) was added, and the reaction was stirred at 62° C. overnight. A small amount of product was observed, so the mixture was diluted with H2O and extracted with EtOAc to isolate a mixture of starting material and product. The mixture was dissolved in EtOH (10 mL) and treated with acetyl chloride (0.29 mL, 4.0 mmol). The reaction was stirred overnight at 62° C., after which time the reaction was complete. The mixture was partitioned between EtOAc and H2O, and the organic layer was separated and purified by preparative HPLC to give the title compound.

Provenance & Evidence