Cyanuric chloride → 6-Bromo-1-(4-fluorophenyl)-4-oxo-1,4-dihydroquinoline-3-carbonitrile

Participants

Reaction Steps

Compound E (30 mg, 0.083 mmol, 1.0 eq) and cyanuric chloride (15 mg, 0.083 mmol, 1.0 eq) were dissolved in DMF (0.5 mL) and the reaction was stirred at room temperature for 30 minutes. The reaction was diluted with ethyl acetate and washed with saturated sodium bicarbonate. The organic phase was dried (MgSO4), filtered and concentrated in vacuo. Purification by reverse phase chromatography afforded 10.1 mg (68%) of the title compound as white solid. 1H NMR (400 MHz, DMSO-d6) δ 8.94 (s, 1H), 8.30 (d, J=2.4 Hz, 1H), 7.86 (dd, J=9.0, 2.4 Hz, 1H), 7.75-7.72 (m, 2H), 7.53 (t, J=8.7 Hz, 2H), 6.96 (d, J=9.1 Hz, 1H); ES-MS [M+1]+: 343.2.

Provenance & Evidence