Trifluoroacetic acid → HCID 58513737, compound

Participants

Reaction Conditions

Reaction Steps

To an ambient solution of tert-butyl 3-(thiazol-2-yl)-3-(2-(tosyloxy)ethoxy)pyrrolidine-1-carboxylate (2.3 g, 4.91 mmol) in dichloromethane (24.54 ml) was added trifluoroacetic acid (0.378 mL, 4.91 mmol). The reaction was stirred for 2 hours and was then concentrated under reduced pressure. The residue was dissolved in dichloromethane (10 mL), and the solution was added slowly to an ambient mixture of potassium carbonate (6.78 g, 49.1 mmol) in dichloromethane (50 mL). The mixture was heated to 50° C. for 1 hour and then cooled to room temperature. The reaction was diluted with water (100 mL). The layers were separated, and the aqueous layer was extracted with additional dichloromethane (2×). The combined organics were dried with anhydrous sodium sulfate, filtered and dried under reduced pressure, to give the title compound, which was used without further purification. MS ESI(+) m/z 197.1 [M+H]+.

Provenance & Evidence