Ammonia → HCID 86644947, compound

Participants

Reaction Steps

To an ammonia (7.0 M solution in MeOH) (60.0 ml, 2771 mmol) solution was added 3-{[3-bromo-5-(bromomethyl)-2-chloro-6-fluorophenyl]oxy}-5-chlorobenzonitrile in DCM (40 ml) dropwise at 0° C. and the reaction mixture was allowed to warm to rt overnight. The solvent was removed, the residue dissolved in EtOAc and the mixture was neutralized with saturated sodium bicarbonate. The solvent was removed and the crude material was purified via silica gel chromatography to give the title compound 3-{[3-(aminomethyl)-5-bromo-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile (801 mg, 2.054 mmol, 95% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 7.88 (d, 1H), 7.77 (s, 1H), 7.25-7.60 (m, 2H), 3.72 (s, 2H), 1.98 (br. s., 2H)

Provenance & Evidence