but-3-ynylcyclohexane

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Following the procedure as described in Example 10, making variations as necessary to replace phenylacetylene with 4-cyclohexylbutyne to react with 2-azido-N-benzyl-4-methylthiazole-5-carboxamide, the title compound was obtained as a white solid in 22% yield: mp 82-84° C. (dichloromethane/hexanes); 1H NMR (300 MHz, CDCl3) δ 8.10 (s, 1H), 7.37-7.33 (m, 5H), 6.19 (br s, 1H), 4.62 (d, J=6.0 Hz, 2H), 2.79 (t, J=6.0 Hz, 2H), 2.68 (s, 3H), 1.78-1.56 (m, 5H), 1.30-1.16 (m, 5H), 0.99-0.71 (m, 3H); 13C NMR (75 MHz, CDCl3) δ 160.9, 155.7, 153.3, 149.9, 137.5, 128.8, 127.8, 123.8, 118.2, 44.3, 37.0, 36.5, 33.1, 26.5, 26.2, 22.9, 17.4; MS (ES+) m/z 410.4 (M+1).

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: Following the procedure as described in Example 10, making variations as necessary to replace phenylacetylene with 4-cyclohexylbutyne to react with 2-azido-N-benzyl-4-methylthiazole-5-carboxamide, the title compound was obtained as a white solid in 22% yield: mp 82-84° C. (dichloromethane/hexanes); 1H NMR (300 MHz, CDCl3) δ 8.10 (s, 1H), 7.37-7.33 (m, 5H), 6.19 (br s, 1H), 4.62 (d, J=6.0 Hz, 2H), 2.79 (t, J=6.0 Hz, 2H), 2.68 (s, 3H), 1.78-1.56 (m, 5H), 1.30-1.16 (m, 5H), 0.99-0.71 (m, 3H); 13C NMR (75 MHz, CDCl3) δ 160.9, 155.7, 153.3, 149.9, 137.5, 128.8, 127.8, 123.8, 118.2, 44.3, 37.0, 36.5, 33.1, 26.5, 26.2, 22.9, 17.4; MS (ES+) m/z 410.4 (M+1).