Hydrochloric Acid → HCID 69415917, compound

Participants

Reaction Steps

To a solution of methyl 5-amino-2-(2,6-difluorophenoxy)benzoic acid (step 3, 234 mg, 0.88 mmol) in 6 N hydrochloric acid (2.6 mL) was added a solution of sodium nitrite (74 mg, 1.07 mmol) in water (0.5 mL) at 0° C. for 15 min. The mixture was added to a slurry of copper chloride (120 mg) in concentrated hydrochloric acid (1.2 mL). The mixture was stirred for 1 day at room temperature. The mixture was extracted with dichloromethane. The organic layer was purified by column chromatography on silica gel eluting with dichloromethane/methanol (10/1) to afford 210 mg (84%) of the title compound as white solids: 1H-NMR (CDCl3) δ 7.77 (1H, d, J=2.7 Hz), 7.51 (1H, dd, J=9.0, 2.7 Hz), 7.40–7.20 (3H, m), 6.80 (1H, d, J=9.0 Hz).

Provenance & Evidence