1-(Bromomethyl)-4-(trifluoromethyl)benzene → 4-methyl-2-(1-((2-methylthiazol-4-yl)methyl)-5-oxo-1H-1,2,4-triazol-4(5H)-yl)-N-(pyridin-3-ylmethyl)thiazole-5-carboxamide

Participants

Reaction Steps

Following the procedure as described in Example 19, making variation as required to replace 4-(trifluoromethyl)benzyl bromide with 4-(chloromethyl)-2-methylthiazole hydrochloride to react with 4-methyl-2-(5-oxo-1H-1,2,4-triazol-4(5H)-yl)-N-(pyridin-3-ylmethyl)thiazole-5-carboxamide, the title compound was obtained as a white solid in 34% yield: 1H NMR (300 MHz, CDCl3) δ 8.57 (br s, 1H), 8.46 (br s, 1H), 8.26 (s, 1H), 7.72-7.63 (m, 1H), 7.30-7.17 (m, 1H), 7.05 (s, 1H), 6.83 (t, J=5.8 Hz, 1H), 5.06 (s, 2H), 4.58 (d, J=5.8 Hz, 2H), 2.64 (s, 3H), 2.61 (s, 3H); MS (ES+) m/z 428.1 (M+1).

Provenance & Evidence