p-Toluenesulfonyl azide → HCID 66636686, compound

Participants

Reaction Steps

A cooled (0-5° C.) mixture of 2-{4-[(1R)-1-methylprop-2-yn-1-yl]benzyl}-4-(trifluoromethyl)-1,3-thiazole (0.115 g, 0.4 mmol), p-toluenesulfonylazide (66 mg, 0.33 mmol), 2,6-toluidine (48 mg, 0.4 mmol) and CuI (5% mmol) in CHCl3 (5 ml) was stirred for 12 h. The reaction was quenched by adding a buffer solution (pH=5.4) and the product extracted with CHCl3 (3×5 ml). After solvent evaporation the crude was purified by flash chromatography to give pure 1-(4-methylbenzensulfonyl)-4-[(1R)-1-(4-{[4-(trifluoromethyl)-1,3-thiazol-2-yl]methyl}phenyl)ethyl]-1H-1,2,3-triazole (0.95 g, 0.20 mmol) as a yellow oil (50%).

Provenance & Evidence