Sodium Hydroxide → 5-{1'-[(1-Cyclopropyl-4-methoxy-1h-indol-6-yl)carbonyl]-4-oxospiro[chroman-2,4'-piperidin]-6-yl}nicotinic acid sodium salt

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Reaction Steps

5-{1′-[(1-Cyclopropyl-4-methoxy-1H-indol-6-yl)carbonyl]-4-oxospiro[chroman-2,4′-piperidin]-6-yl}nicotinic acid (434 mg) was suspended in water (5 mL), and aqueous 1 N sodium hydroxide solution (0.865 mL) was added thereto and stirred at room temperature for 1 hour. The solution was purified by ODS reversed-phase column chromatography (water/methanol, gradient) to obtain the intended compound. 1H-NMR (400 MHz, DMSO-d6) δ: 8.90 (1H, d, J=1.7 Hz), 8.74 (1H, d, J=2.4 Hz), 8.29-8.27 (1H, m), 7.99-7.94 (2H, m), 7.29 (1H, d, J=3.2 Hz), 7.25-7.22 (2H, m), 6.59 (1H, s), 6.40 (1H, d, J=3.2 Hz), 4.49-4.04 (1H, br m), 3.87 (3H, s), 3.82-3.58 (1H, br m), 3.51-3.28 (3H, m), 2.95 (2H, s), 2.13-1.90 (2H, br m), 1.88-1.75 (2H, br m), 1.09-1.02 (2H, m), 0.95-0.90 (2H, m); MS [M+Na]+=574.

Provenance & Evidence