Hydrochloric Acid → HCID 66968619, compound

Participants

Reaction Steps

To a solution of methyl 2-oxo-2H-pyran-3-carboxylate (3 g, 19.5 mmol) in N,N-dimethylformamide, (18 mL) was added 4-fluoro-2-methylaniline (2.44 g, 19.5 mmol), and the mixture was stirred at room temperature for 3 hr. 4-Dimethylaminopyridine (119 mg, 0.974 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (4.48 g, 23.4 mmol) were added to the reaction mixture, and the mixture was further stirred at room temperature for 16 hr. 2N Hydrochloric acid was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/1), and the obtained solid was washed with hexane/ethyl acetate (=1/1) and collected by filtration to give the title compound (0.40 g, 8%) as a yellow solid.

Provenance & Evidence