5-(Aminomethyl)-2-chloropyridine → 2-(4-(Benzyloxy)-2-oxopyridin-1(2H)-yl)-N-((6-chloropyridin-3-yl)methyl)-4-methylthiazole-5-carboxamide

Participants

Reaction Steps

Following the procedure as described in Example 22, making variation only as required to use (6-chloropyridin-3-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 60% yield: 1H NMR (300 MHz, DMSO-d6) δ 8.82 (t, J=5.8 Hz, 1H), 8.60 (d, J=8.1 Hz, 1H), 8.34 (d, J=2.1 Hz, 1H), 7.77 (dd, J=8.2, 2.5 Hz, 1H), 7.51-7.28 (m, 6H), 6.38 (dd, J=8.1, 2.7 Hz, 1H), 6.23 (d, J=2.7 Hz, 1H), 5.16 (s, 2H), 4.39 (d, J=5.8 Hz, 2H), 2.53 (s, 3H); MS (ES+) m/z 467.0 (M+1).

Provenance & Evidence