Trifluoroacetic acid → HCID 68868812, compound

Participants

Reaction Steps

2-Methyl-3-(4-{2-[2-oxo-1-(4-trifluoromethyl-benzyl)-imidazolidin-4-yl -ethoxy]-phenyl}-2-phenoxy-propionic acid ethyl ester: Trifluoroacetic acid (66 mL) is added dropwise to a solution of 3-(4-{2-[3-(4-Methoxy-benzyl)-2-oxo-1-(4-trifluoromethyl-benzyl)-imidazolidin-4-yl]-ethoxy}-phenyl)-2-methyl-2-phenoxy-propionic acid ethyl ester (3.80 g, 5.50 mmol) and triethylsilane (1.76 mL, 11.0 mmol, d=0.728). The reaction mixture is stirred at ambient temperature for 4 hours, concentrated in vacuo, and diluted with ethyl acetate. The solution is washed, then dried, and concentrated to provide the title compound. 1H NMR (400 MHz, CDCl3): δ 7.58 (d, 2H, J=7.7 Hz), 7.38 (d, 2H, J=7.7 Hz), 7.22 (t, 2H, J=9.1 Hz), 7.15 (d, 2H, J=9.1 Hz), 6.97 (t, 1H, J=7.7 Hz), 6.82 (d, 2H, J=7.7 Hz), 6.78 (d, 2H, J=9.1 Hz), 4.41 (q, 2H, J=14.8 Hz), 4.22, 4.18 (ABq, 2H, J=7.0 Hz), 4.04-4.01 (m, 2H), 3.97-3.90 (m, 1H), 3.43 (t, 1H, J=8.4 Hz), 3.26, 3.10 (ABq, 2H, J=14.1 Hz), 3.04, 3.02 (ABq, 1H, J=7.0 Hz), 2.08-1.99 (m, 1H), 1.98-1.90 (m, 1H), 1.38 (s, 3H), 1.21 (t, 3H, J=7.0 Hz). MS [EI+] 571 (M+H)+, [EI−] 569 (M−H)+. Rf=0.17 in 33% acetone in hexanes.

Provenance & Evidence