Reaction Steps
A slurry of 2-Methyl-3-(4-{2-[2-oxo-1-(4-trifluoromethyl-benzyl)-imidazolidin-4-yl]-ethoxy}-phenyl)-2-phenoxy-propionic acid ethyl ester (0.500 g, 0.875 mmol) and sodium hydride (0.039 g, 0.96 mmol, 60% dispersion on mineral oil) in DMF (10 mL) is stirred for 1 hour, then cooled to 0° C. Iodoethane (0.70 mL, 8.75 mmol, d=1.975) is added, then the reaction mixture is stirred 18 hours at ambient temperature and diluted with ethyl acetate. The organic layer is washed, dried, and concentrated to provide the title compound. 1H NMR (400 MHz, CDCl3): δ 7.55 (d, 2 h, J=8.8 Hz), 7.37 (d, 2H, J=8.0 Hz), 7.21 (t, 2H, J=8.8 Hz), 7.15 (d, 2H, J=8.0 Hz), 6.96 (t, 1H, J=7.2 Hz), 6.82 (d, 2H, J=7.2 Hz), 6.74 (d, 2H, J=8.8 Hz), 4.43, 4.39 (ABq, 2H, J=15.2 Hz), 4.22, 4.17 (ABq, 2H, J=7.2 Hz), 3.96 (t, 1H, J=6.4 Hz), 3.85-3.78 (m, 1H), 3.61-3.55 (m, 1H), 3.35 (t, 1H, J=8.8 Hz), 3.26, 3.12 (ABq, 2H, J=13.6 Hz), 3.16-3.07 (m, 2H), 2.99 (t, 1H, J=8.0 Hz), 2.26-2.19 (m, 1H), 1.90-1.83 (m, 1H), 1.39(s, 3H), 1.21 (t, 3H, J=7.2 Hz), 1.14 (t, 3H, J=7.2 Hz). MS [EI+] 599 (M+H)+.
