Benzylamine → N-(3,4-difluorobenzyl)-2-(2-oxo-3-(pyridin-3-ylmethyl)imidazolidin-1-yl)isonicotinamide

Participants

Reaction Steps

Following the procedure as described in Example 15, making variations as required to replace benzylamine with 3,4-difluorobenzylamine to react with methyl 2-(2-oxo-3-(pyridin-3-ylmethyl)imidazolidin-1-yl)isonicotinate, N-(3,4-difluorobenzyl)-2-(2-oxo-3-(pyridin-3-ylmethyl)imidazolidin-1-yl)isonicotinamide was obtained as a colorless solid in 59% yield: mp 178-180° C.; 1H NMR (300 MHz, CDCl3) δ 8.63-8.53 (m, 3H), 8.36 (dd, J=5.4, 0.6 Hz, 1H), 7.64-7.60 (m, 1H), 7.39 (dd, J=5.1, 1.5 Hz, 1H), 7.31-7.26 (m, 1H), 7.17-7.03 (m, 4H), 4.61 (d, J=6.6 Hz, 2H), 4.46 (s, 2H), 4.05 (t, J=8.1 Hz, 2H), 3.39 (t, J=8.1 Hz, 2H); 13C NMR (75 MHz, CDCl3) δ 165.8, 157.0, 152.9, 149.5, 149.4, 148.5, 142.6, 135.8, 134.9, 131.9, 123.9, 123.8, 117.6, 117.4, 117.0, 116.8, 116.1, 108.9, 45.5, 43.1, 41.3, 41.2; MS (ES+) m/z 423.9 (M+1).

Provenance & Evidence