Methyl iodide → HCID 18791534, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of sodium hydride (60% oil suspension, 88.3 mg) in N,N-dimethylformamide (6 ml) was added a solution of methyl 4-(2-benzyloxybenzoyl)amino-3-methoxybenzoate (600 mg) in N,N-dimethylformamide (4 ml) and the mixture was stirred at 0° C. for 1 hour. Methyl iodide (0.14 ml) was added dropwise to the above solution and the mixture was stirred at 0° C. for 30 minutes. The reaction temperature was raised to ambient temperature over 30 minutes and the reaction was quenched with 1 N hydrochloric acid, and then the resulting solution was extracted with ethyl acetate. Drying, filtering and removal of solvents afforded a crude product. The crude product was purified by column chromatography (eluent; hexane:ethyl acetate=3:1) to give methyl 4-(N-methyl-2-benzyloxybenzoylamino)-3-methoxybenzoate (650 mg).

Provenance & Evidence