Methyl iodide → HCID 58424987, compound

Participants

Reaction Steps

9-methoxy-6-(4-methoxybenzyl)-1,2,3,4-tetrahydrobenzo[h][1,6]naphthyridine-5(6H)-one (500 mg, 1.36 mmol) was dissolved in N,N-dimethylformamide (10 ml), added with sodium hydride (140 mg, 2.04 mmol) at 0° C. After stirring for 30 minutes, iodomethane (0.13 ml, 2.04 mmol) was added and the resulting mixture was stirred for 3 hours at 0° C. After completion, the mixture was poured into ice water and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated to dryness. The residue was then purified by flash column chromatography (hexane:ethyl acetate=1:1) to obtain the title compound (445 mg, yield: 90%, white solid).

Provenance & Evidence