Phenylacetylene → HCID 24958231, compound

Participants

Reaction Steps

Following the procedure as described in Example 10, making variations as necessary to replace phenylacetylene with 2-ethynylpyridine to react with 2-azido-N-benzyl-4-methylthiazole-5-carboxamide, the title compound was obtained as a white solid in 34% yield: mp 184-187° C. (dichloromethane/hexanes); 1H NMR (300 MHz, CDCl3) δ 8.96 (s, 1H), 8.65-8.63 (m, 1H), 8.21-8.19 (m, 1H), 7.84-7.79 (m, 1H), 7.39-7.27 (m, 6H), 6.13 (t, J=6.0 Hz, 1H), 4.64 (d, J=6.0 Hz, 2H), 2.71 (s, 3H); 13C NMR (75 MHz, CDCl3) δ 160.9, 153.3, 149.8, 149.2, 149.0, 138.8, 137.4, 136.9, 128.9, 127.9, 127.8, 124.8, 123.5, 120.7, 119.4, 44.4, 17.5; MS (ES+) m/z 377.3 (M+1).

Provenance & Evidence