Short-RInChIKey=SA-FUHFF-UHFFFADPSC-NLSVJZHXBP-UHFFFADPSC-NUHFF-NUHFF-NUHFF-ZZZ

In a vial, 5-azido-1H-pyrazole (72.3 mg, 663 μmol, 1.00 equiv) was dissolved in THF (8.00 mL) and water (8.00 mL) (1:1) and copper;sulfate (21.2 mg, 133 μmol, 0.20 equiv), sodium ascorbate (131 mg, 663 μmol, 1.00 equiv) and hex-1-yne (70.8 mg, 98.3 μL, 862 μmol, 1.30 equiv) were added. The reaction mixture was stirred at 50 °C for 16 hours. The reaction was allowed to reach room temperature, was diluted in water and extracted three times with methylene chloride. The combined organic phases where washed with water and brine, dried over Na2SO4 and filtered.