Sulfuric Acid → HCID 58424967, compound

Participants

Reaction Conditions

Reaction Steps

9-Methoxy-6-(4-methoxybenzyl)benzo[h][1,6]naphthyridine-5(6H)-one (50 mg, 0.14 mmol) prepared in step 3 of Example 3 was dissolved in trifluoroacetic acid (5 ml), sequentially added with anisol (157 μl, 1.44 mmol) and 12N sulfuric acid (240 μl, 2.89 mmol. The mixture was stirred for one day at 90° C. The reaction mixture was cooled to room temperature and poured into a cold saturated sodium bicarbonate aqueous solution. After extraction with chloroform, the organic layer was washed with brine and dried over anhydrous sodium sulfate. After evaporation of the solvent, the residue was washed with ethyl acetate, filtered, and dried in vacuo to obtain the title compound (25 mg, yield: 77%, white solid).

Provenance & Evidence