2,4-Difluorophenyl isocyanate → HCID 86659760, compound

Participants

Reaction Steps

To a solution of N-(3-(aminomethyl)benzyl)-3,5-dichloro-2-hydroxy-N-(4-(trifluoromethyl)benzyl)benzenesulfonamide (40 mg, 0.08 mmol) in DMF (2 mL) was added 2,4-difluorophenyl isocyanate (10.0 μL, 0.09 mmol). The resulting mixture was stirred at rt for 3 h under nitrogen. The mixture was concentrated and purified by preparative HPLC. Fractions containing the desired product were combined, concentrated and lyophilized to give a white solid (30 mg, 57%). 1H NMR (CD3OD): δ 7.59 (d, J=2.8 Hz, 1H), 7.52 (d, J=2.2 Hz, 1H), 7.48 (d, J=7.7 Hz, 2H), 7.44 (d, J=8.8 Hz, 2H), 7.39-7.37 (m, 4H), 7.31 (t, 7.7 Hz, 2H), 7.24 (d, J=7.7 Hz, 2H), 7.19 (t, J=7.1 Hz, 2H), 7.09 (m, 2H), 7.02 (s, 1H), 6.89 (d, J=6.6 Hz, 1H), 4.48 (s, 2H), 4.40 (s, 2H), 4.23 (s, 2H); MS (ESI): (M+H)+=714.2.

Provenance & Evidence