3,4-Difluorobenzylamine → 2-(3-(cyclopropylmethyl)-2-oxoimidazolidin-1-yl)-N-(3,4-difluorobenzyl)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-(cyclopropylmethyl)-2-oxoimidazolidin-1-yl)isonicotinate to react with 3,4-difluorobenzylamine, 2-(3-(cyclopropylmethyl)-2-oxoimidazolidin-1-yl)-N-(3,4-difluorobenzyl)isonicotinamide was obtained as a colorless solid in 49% yield: mp 134-136° C.; 1H NMR (300 MHz, CDCl3) δ 8.54 (s, 1H), 8.36 (d, J=5.1 Hz, 1H), 7.41-7.39 (m, 1H), 7.17-7.00 (m, 4H), 4.54 (d, J=6.0 Hz, 2H), 4.07 (t, J=8.1 Hz, 2H), 3.60 (t, J=8.1 Hz, 2H), 3.14 (d, J=7.2 Hz, 2H), 1.00-0.87 (m, 1H), 0.58-0.52 (m, 2H), 0.24-0.19 (m, 2H); MS (ES+) m/z 387.3 (M+1).

Provenance & Evidence