Triethylamine → HCID 21829909, compound

Participants

Reaction Steps

Triphenylphosphine (1.93 g) was added to a suspension of 2-(5-phenylthiazolidin-4-on-3-yl)isobutyric acid (1.5 g) prepared according to Example 12 in carbon tetrachloride (15 mL) and dichloromethane (15 mL), and the mixture was heated for 40 minutes at 70° C. The reaction mixture was cooled with ice-water, to which 2,5-difluoroaniline (0.73 g) and then triethylamine (0.57 g) were added, and the mixture was stirred for 3 days at room temperature. The reaction mixture was diluted with chloroform, and then sequentially washed with water, diluted hydrochloric acid and a saturated sodium hydrogencarbonate aqueous solution, and dried over anhydrous sodium sulfate. After distilling off the solvent under reduced pressure, the resulting crude product was purified by preparative thin-layer chromatography (developing solvent: chloroform/ethyl acetate=10/1) to give 0.92 g of the title compound as viscous oil.

Provenance & Evidence