4-Fluorobenzylamine → 2-(3-((4-(difluoromethyl)phenyl)-difluoromethyl)-2-oxoimidazolidin-1-yl)-N-(4-fluorobenzyl)isonicotinamide

Participants

Reaction Steps

Following the procedure as described in Example 15, making variations as required to replace methyl 2-(3-(4-fluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinate with methyl 2-(3-((4-(difluoromethyl)phenyl)difluoromethyl)-2-oxoimidazolidin-1-yl)isonicotinate to react with 4-fluorobenzylamine, 2-(3-((4-(difluoromethyl)phenyl)-difluoromethyl)-2-oxoimidazolidin-1-yl)-N-(4-fluorobenzyl)isonicotinamide was obtained as a colorless solid in 41% yield: mp 173-175° C.; 1H NMR (300 MHz, CDCl3) δ 8.40 (d, J=5.1 Hz, 1H), 8.25 (s, 1H), 7.73 (d, J=8.1 Hz, 2H), 7.60 (d, J=7.8 Hz, 2H), 7.47 (dd, J=5.1, 0.9 Hz, 1H), 7.25-7.21 (m, 2H), 6.99-6.90 (m, 2H), 6.86-6.42 (m, 2H), 4.50 (d, J=5.7 Hz, 2H), 4.18 (t, J=7.8 Hz, 2H), 3.89 (t, J=7.8 Hz, 2H); MS (ES+) m/z 490.9 (M+1).

Provenance & Evidence