Dimethyl Sulfoxide → HCID 73019240, compound

Participants

Reaction Steps

A mixture of 2-(6,8-difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [5-(2-hydroxy-1,1-dimethyl-ethyl)-[1,3,4]thiadiazol-2-yl]-amide (60 mg) and Dess-Martin oxidizing agent (100 mg) in methylene chloride (1 mL) and DMSO(1 mL) was stirred at room temperature for 4 hr. The mixture was quenched with water and extracted with ethyl acetate. The organic layer was separated and concentrated. The residue was purified by silica gel column chromatography using 20% to 50% ethyl acetate in hexane as eluent to give 2-(6,8-difluoro-1,2,3,4-tetrahydro-naphthalen-2-ylamino)-pentanoic acid [5-(1,1-dimethyl-2-oxo-ethyl)-[1,3,4]thiadiazol-2-yl]-amide as a brown oil, LC-MS RT=2.1 min, M+1=436.9.0.

Provenance & Evidence