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

In a vial, 3-azido-1-(3,5-difluorobenzyl)-1H-pyrazole-4-carbonitrile (200 mg, 769 μmol, 1.00 equiv) was dissolved in THF (18.00 mL) and water (18.00 mL) (1:1) and copper;sulfate (24.5 mg, 154 μmol, 0.20 equiv), sodium ascorbate (152 mg, 769 μmol, 1.00 equiv) and hex-1-yne (82.1 mg, 114 μL, 999 μmol, 1.30 equiv) were added. The reaction mixture was stirred at 50 °C for 16 hours. For work up the reaction mixture was diluted in water and extracted three times with methylene chloride. The combined organic phase was washed with water and brine, dried over Na2SO4 and filtered.