Trifluoroacetic acid → HCID 22490234, compound

Participants

Reaction Steps

To a stirred solution of 2-{(2,4-Dichloro-benzoyl)-[3-(3,5-difluoro-phenyl)-thiophen-2-ylmethyl]-amino}-3-phenyl-propionic acid tert-butyl ester (37.63 mg, 0.0625 mmol.) in dichloromethane (1 ml.), was added trifluoroacetic acid (1 ml.). The reaction mixture was stirred at room temperature during 1 hr. TLC monitored the progress of the reaction. When the reaction was completed, the mixture was concentrated under reduced pressure on a rotary evaporator, followed by silica chromatography using 90% ethylacetate, 10% methanol and 1 drop of acetic acid, afforded 2-{(2,4-Dichloro-benzoyl)-[3-(3,5-difluoro-phenyl)-thiophen-2-ylmethyl]-amino}-3-phenyl-propionic acid in 85% yield. 1H NMR (Varian 400 MHz, CDCl3) δ(ppm), 7.22 (m, 8H, ArH), 7.00 (m, 2H, ArH), 6.82 (m, 2H, ArH), 6.50 (m, 1H, ArH), 4.95 (m, 0.5H, NCH2), 4.65 (m, 0.5H, NCH2), 4.10 (m, 1H, NCH2), 3.60 (m, 1H, CHCH2), 3.20 (m, 1H, CHCH2), 3.05 (m, 1H, CHCH2). MS, 546.00 found.

Provenance & Evidence