1-(1,3-Benzoxazol-2-yl)methanamine → N-(Benzo[d]oxazol-2-ylmethyl)-2-(4-(benzyloxy)-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxamide

Participants

Reaction Steps

Following the procedure as described in Example 22, making variation only as required to use benzo[d]oxazol-2-ylmethanamine 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 44% yield: 1H NMR (300 MHz, DMSO-d6) δ 9.01 (t, J=5.5 Hz, 1H), 8.62 (d, J=8.1 Hz, 1H), 7.72-7.64 (m, 2H), 7.45-7.31 (m, 7H), 6.40 (dd, J=8.1, 2.7 Hz, 1H), 6.24 (d, J=2.7 Hz, 1H), 5.16 (s, 2H), 4.68 (d, J=5.5 Hz, 2H), 2.57 (s, 3H); MS (ES+) m/z 473.1 (M+1).

Provenance & Evidence