Phthalimide potassium salt → 3-chloro-5-({6-chloro-3-[(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl]-2-fluorophenyl}oxy)benzonitrile

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Reaction Steps

3-{[3-(Bromomethyl)-6-chloro-2-fluorophenyl]oxy}-5-chlorobenzonitrile (1.8 g, 4.8 mmol) was dissolved in DMF (50 mL) and potassium phthalimide (2.25 g, 12.0 mmol) was added. The reaction mixture was placed in an oil bath at 60° C. and stirred for 2-3 h. The reaction mixture was cooled to RT and the solvent was evaporated. Purification was accomplished by column chromatography (CH2Cl2/MeOH) to afford the title compound (1.9 g, 90%). 1H NMR (400 MHz, DMSO-d6): δ ppm 7.70-7.98 (m, 6H), 7.39-7.49 (m, 2H), 7.35 (dd, 1H), 4.81 (s, 2H). MS: m/z 463.2 (M+23).

Provenance & Evidence