Benzyl azide → N-benzyl-2-(1-benzyl-1H-1,2,3-triazol-4-yl)-4-methylthiazole-5-carboxamide

Participants

Reaction Steps

Following the procedure as described in Example 1, making variations as necessary to replace 1-(2-azidoethyl)-4-fluorobenzene with benzylazide to react with N-benzyl-2-ethynyl-4-methylthiazole-5-carboxamide, the title compound was obtained as a white solid in 40% yield: mp 108-109° C. (ethyl acetate/hexanes); 1H NMR (300 MHz, CDCl3) δ 7.93 (s, 1H), 7.49-7.18 (m, 10H), 6.35 (t, J=5.3 Hz, 1H), 5.51 (s, 2H), 4.56 (d, J=5.3 Hz, 2H), 2.65 (s, 3H); 13C NMR (75 MHz, CDCl3) δ 161.7, 157.9, 156.6, 142.9, 137.8, 133.7, 129.3, 129.1, 128.8, 128.5, 127.8, 127.7, 124.8, 121.5, 54.6, 44.2, 17.2; MS (ES+) m/z 390.3 (M+1).

Provenance & Evidence