Hydrogen Peroxide → HCID 68902692, compound

Participants

Reaction Steps

A solution of potassium carbonate (96 mg, 0.69 mmol) in water (0.5 mL) was added to 2-{[6-(2,4-difluorophenyl)-2-naphthyl]sulfonyl}benzonitrile (Example 2, 138 mg, 0.34 mmol) in N,N-dimethylformamide (6 mL). Hydrogen peroxide (35 wt %, 120 μL, 1.37 mmol) was added dropwise. The reaction was stirred at room temperature overnight. The reaction mixture was diluted with water (60 mL). The resulting precipitate was collected by filtration and recrystallised from ethyl acetate/isohexane to give the title compound (118 mg, 82%). 1H NMR (500 MHz, d6-DMSO) δ 8.68 (1H, s), 8.22 (1H, d, J=8.6 Hz), 8.16 (3H, dd, J=6.9, 15.7 Hz), 8.02 (1H, d, J=8.8 Hz), 7.98 (1H, s), 7.81 (1H, d, J=8.5 Hz), 7.75-7.69 (2H, m), 7.66 (1H, t, J=7.2 Hz), 7.60 (1H, s), 7.47 (1H, d, J=7.2 Hz), 7.45-7.39 (1H, m), 7.27-7.23 (1H, m); m/z (ES+) 407 [(M-NH2)+]

Provenance & Evidence