4-Fluorobenzylamine → 2-(3-(3,4-difluorobenzyl)-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-(3,4-difluorobenzyl)-2-oxoimidazolidin-1-yl)isonicotinate to react with 4-fluorobenzylamine, 2-(3-(3,4-difluorobenzyl)-2-oxoimidazolidin-1-yl)-N-(4-fluorobenzyl)isonicotinamide was obtained as a colorless solid in 40% yield: mp 165-167° C.; 1H NMR (300 MHz, CDCl3) δ 8.62 (s, 1H), 8.37 (dd, J=5.1, 0.6 Hz, 1H), 7.41 (dd, J=5.4, 1.5 Hz, 1H), 7.37-7.26 (m, 2H), 7.13-6.97 (m, 5H), 6.80 (br s, 1H), 4.57 (d, J=5.7 Hz, 2H), 4.39 (s, 2H), 4.05 (t, J=8.1 Hz, 2H), 3.38 (t, J=8.1 Hz, 2H); MS (ES+) m/z 441.1 (M+1).

Provenance & Evidence