Sodium Azide → 5-(4-Chlorophenyl)-4-(3,3,3-trifluoro-2-hydroxypropyl)-2-({1-[3-(trifluoromethyl)benzyl]-1H-1,2,3-triazol-4-yl}methyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

Participants

Reaction Steps

29 mg (0.12 mmol) of 3-(trifluoromethyl)benzyl bromide were initially charged in 1 ml of acetonitrile, and 8 mg (0.12 mmol) of sodium azide were added. The mixture was stirred at RT for 1 h. 0.24 mg (0.012 mmol) of copper(II) acetate monohydrate and 50 mg (0.14 mmol) of the compound from Example 13A were then added. The resulting mixture was stirred at room temperature for 11 days. The reaction mixture was then filtered through a little silica gel, the product being eluted with about 10 ml of ethyl acetate, and the filtrate was concentrated under reduced pressure. The crude product was purified chromatographically [Method 19]. This gave 52 mg (65% of theory) of the target compound.

Provenance & Evidence