Phenylacetylene → HCID 24958228, compound

Participants

Reaction Steps

Following the procedure as described in Example 10, making variations as necessary to replace phenylacetylene with 5-phenyl-1-pentyne to react with 2-azido-N-benzyl-4-methylthiazole-5-carboxamide, the title compound was obtained as a white solid in 32% yield: mp 94-97° C. (ethyl acetate/hexanes); 1H NMR (300 MHz, CDCl3) δ 8.12 (s, 1H), 7.38-7.18 (m, 10H), 6.14 (t, J=6.0 Hz, 1H), 4.62 (d, J=6.0 Hz, 2H), 2.81 (t, J=9.0 Hz, 2H), 2.79-2.68 (m, 5H), 2.09-2.04 (m, 2H); 13C NMR (75 MHz, CDCl3) δ 160.9, 155.7, 153.3, 149.2, 141.5, 137.4, 128.9, 128.4, 128.3, 127.9, 127.8, 125.9, 123.9, 118.4, 44.3, 35.2, 30.6, 24.9, 17.4; MS (ES+) m/z 418.3 (M+1).

Provenance & Evidence