1-Methyl-5-aminomethylimidazole → 2-(4-(Benzyloxy)-2-oxopyridin-1(2H)-yl)-4-methyl-N-((1-methyl-1H-imidazol-5-yl)methyl)thiazole-5-carboxamide

Participants

Reaction Steps

Following the procedure as described in Example 22, making variation only as required to use (1-methyl-1H-imidazol-5-yl)methanamine in place of benzo[b]thiophen-2-ylmethanamine to react with 2-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxylic acid, the title compound was obtained as a colorless solid in 52% yield: 1H NMR (300 MHz, DMSO-d6) δ 8.65-8.58 (m, 2H), 7.51 (s, 1H), 7.44-7.30 (m, 5H), 6.78 (s, 1H), 6.38 (dd, J=8.1, 2.6 Hz, 1H), 6.22 (d, J=2.6 Hz, 1H), 5.15 (s, 2H), 4.36 (d, J=5.3 Hz, 2H), 3.58 (s, 3H), 2.52 (s, 3H); MS (ES+) m/z 436.2 (M+1).

Provenance & Evidence