N,N-Dimethylaniline → HCID 25184970, compound

Participants

Reaction Steps

To a solution of compound of example 53 (0.100 g, 0.301 mmol) in acetonitrile (5 mL), was added benzyl triethyl ammonium chloride (0.274 g, 1.204 mmol), dimethylaniline (0.143 g, 1.183 mmol) and POCl3 (2.3 g, 15.05 mmol). The reaction mixture was refluxed for 3 hours. Acetonitrile was removed under vacuum, reaction mass neutralized by sodium bicarbonate solution and extracted with ethyl acetate (3×20 mL). The organic layer was dried over anhydrous sodium sulfate and concentrated to obtain the crude product, which was purified by column chromatography (silica gel, 5 % methanol in chloroform as an eluent) to obtain the title compound.

Provenance & Evidence