Dimethylformamide → HCID 58513752, compound

Participants

Reaction Steps

To a cooled (0° C.) solution of 2-(1-(tert-butoxycarbonyl)-3-(thiazol-2-yl)pyrrolidin-3-yloxy)acetic acid (7.5 g, 22.84 mmol) in dichloromethane (150 mL) was added N,N-dimethylformamide (1 mL) followed by dropwise addition of oxalyl chloride (1.999 mL, 22.84 mmol). The cold bath was then removed, and the reaction was stirred for 4 hours. Methanol (30 mL) was added to the ambient reaction, and the reaction was stirred for an additional 0.5 hours. The reaction was concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel, eluting with a gradient of 0 to 50% ethyl acetate in hexane, to give the product. MS ESI(+) m/z 342.8 [M+H]+.

Provenance & Evidence