Benzylamine → HCID 57744454, compound

Participants

Reaction Steps

Following the procedure as described in Example 1, making variations only as required to use 2-(4-(2-cyclopropylethoxy)-2-oxopyridin-1(2H)-yl)-4-methylthiazole-5-carboxylic acid in place of 4-methyl-2-(2-oxo-4-phenylpyridin-1(2H)-yl)thiazole-5-carboxylic acid to react with benzylamine, the title compound was obtained as a colorless solid in 17% yield: mp 172-174° C. (hexane/ethyl acetate); 1H NMR (300 MHz, CDCl3) δ 8.64 (d, J=8.1 Hz, 1H), 7.37-7.26 (m, 5H), 6.16 (dd, J=8.1, 2.5 Hz, 1H), 6.09 (t, J=5.6 Hz, 1H), 5.97 (d, J=2.5 Hz, 1H), 4.58 (d, J=5.6 Hz, 2H), 4.03 (t, J=6.6 Hz, 2H), 2.68 (s, 3H), 1.68 (q, J=6.6 Hz, 2H), 0.89-0.72 (m, 1H), 0.52-0.46 (m, 2H), 0.13-0.08 (m, 2H); 13C NMR (75 MHz, CDCl3) δ 167.8, 162.2, 162.1, 153.6, 152.1, 137.7, 131.3, 128.8, 127.9, 127.7, 122.2, 104.1, 96.6, 69.1, 44.1, 33.6, 17.3, 7.5, 4.2; MS (ES+) m/z 410.2 (M+1).

Provenance & Evidence