Dimethyl Sulfoxide → HCID 118207583, compound

Participants

Reaction Steps

To a mixture of DMSO (0.14 mL, 2 mmol) and DCM (20 mL) at −78° C. under nitrogen was added oxalyl chloride (0.18 mL, 2 mmol) and the reaction mixture was stirred for 10 min. Then 1-(4-fluorobenzyl)-3-(trans-3-hydroxy-4-(4-methoxyphenyl)-piperidin-1-yl)pyrrolidin-2-one (320 mg, 0.8 mmol) was added and the reaction was stirred for one hour at same temperature. Triethylamine (0.56 mL, 4 mmol) was then added, and the reaction mixture was allowed to warm to rt. The mixture was then partitioned between water (100 mL) and DCM (200 mL). The organic layer was separated, dried over Na2SO4, filtered, and evaporated under reduced pressure to give afford the crude product, which was taken on to step D without further purification. LCMS (method Q) RT 0.68 min (47% AP), m/z 397.1 (M+H+).

Provenance & Evidence