Benzylamine → N-benzyl-2-(1-(cyclopropylmethyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)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 and with methyl 2-(1-(cyclopropylmethyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)isonicotinate to react with benzylamine, N-benzyl-2-(1-(cyclopropylmethyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)isonicotinamide was obtained as a colorless solid in 38% yield: mp 137-139° C.; 1H NMR (300 MHz, CDCl3) δ 8.58 (s, 1H), 8.51 (d, J=5.1 Hz, 1H), 8.43 (s, 1H), 7.74-7.72 (m, 1H), 7.36-7.23 (m, 5H), 6.85 (br s, 1H), 4.62 (d, J=5.7 Hz, 2H), 3.69 (d, J=6.9 Hz, 2H), 1.29-1.16 (m, 1H), 0.59-0.53 (m, 2H), 0.40-0.35 (m, 2H); 13C NMR (75 MHz, CDCl3) δ 164.5, 151.2, 149.3, 147.9, 144.6, 137.3, 132.2, 128.9, 128.1, 127.9, 120.7, 109.3, 50.2, 44.4, 10.2, 3.6; MS (ES+) m/z 350.3 (M+1).

Provenance & Evidence