Hydrochloric Acid → HCID 69156420, compound

Participants

Reaction Steps

To a solution (2.0 ml) of 4-[6-chloro-2-(4-methanesulfonylbenzyl)-1-oxo-3-propionyl-1,2-dihydroisoquinolin-4-yl]benzoic acid methyl ester (100 mg) in methanol was added 1N sodium hydroxide (0.28 ml) at room temperature with stirring, and the mixture was stirred for 18 hrs. at the same temperature. The reaction mixture was neutralized with 1N hydrochloric acid and concentrated under reduced pressure. The residue was purified by preparative HPLC, and crystallized from methanol to give the title compound (42 mg) in beige crystals. 1H NMR (CDCl3) δ: 0.56 (3H, t, J=6.9 Hz), 1.79 (2H, q, J=6.9 Hz), 3.02 (3H, s), 5.36 (2H, s), 7.22 (1H, d, J=2.1 Hz), 7.40-7.49 (4H, m), 7.56 (1H, dd, J=2.1, 8.7 Hz), 7.91 (2H, d, J=8.7 Hz), 8.24 (2H, d, J=8.7 Hz), 8.50 (1H, d, J=8.7 Hz). HPLC analysis: purity 99.9% (retention time: 3.92 min). MS (ESI+): 524.0 (M+H), 526.0.

Provenance & Evidence