2-Pyridinemethanamine → 2-(3-(cyclopropylmethyl)-2-oxoimidazolidin-1-yl)-N-(pyridin-2-ylmethyl)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 pyridin-2-ylmethanamine, 2-(3-(cyclopropylmethyl)-2-oxoimidazolidin-1-yl)-N-(pyridin-2-ylmethyl)isonicotinamide was obtained as a colorless solid in 71% yield: mp 122-123° C.; 1H NMR (300 MHz, CDCl3) δ 8.64 (s, 1H), 8.53 (d, J=5.1 Hz, 1H), 8.34 (d, J=5.1 Hz, 1H), 7.77-7.63 (m, 2H), 7.43-7.34 (m, 2H), 7.23-7.18 (m, 1H), 4.74 (d, J=5.1 Hz, 2H), 4.05 (t, J=8.1 Hz, 2H), 3.59 (t, J=8.1 Hz, 2H), 3.16 (d, J=7.2 Hz, 2H), 1.00-0.87 (m, 1H), 0.57-0.50 (m, 2H), 0.25-0.20 (m, 2H); 13C NMR (75 MHz, CDCl3) δ 166.1, 156.9, 155.7, 153.3, 148.4, 148.2, 142.9, 137.6, 122.7, 122.6, 115.5, 109.5, 48.6, 44.5, 41.6, 41.5, 9.1, 3.4; MS (ES+) m/z 352.3 (M+1).

Provenance & Evidence