Hydrochloric Acid → HCID 10217426, compound

Participants

Reaction Steps

To a solution of 6-chloro-4-(3-hydroxymethylphenyl)-2-(4-methoxycarbonylbenzyl)-1-oxo-1,2-dihydroisoquinoline-3-carboxylic acid methyl ester (130 mg) in methanol (4.0 ml) was added 1N sodium hydroxide (390 μl), and the mixture was stirred at room temperature for 1 hr. The reaction mixture was adjusted to pH 3 with 1N hydrochloric acid and concentrated under reduced pressure. The residue was partitioned between water and ethyl acetate, and the organic layer was dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/methanol=10/1) to give the title compound (92 mg) as a colorless powder. 1H-NMR (CDCl3) δ: 3.23 (3H, s), 4.76 (2H, s), 5.41 (1H, d, J=15.6 Hz), 5.48 (1H, d, J=15.6 Hz), 7.18-7.30 (3H, m), 7.35 (2H, d, J=8.7 Hz), 7.42-7.47 (2H, m), 7.52 (1H, dd, J=2.1, 8.4 Hz), 8.02 (2H, d, J=8.7 Hz), 8.48 (1H, d, J=8.4 Hz). HPLC analysis: purity 97.9% (retention time: 3.84 min). MS (ESI+): 478 (M+H), 480.

Provenance & Evidence