Sodium Hydroxide → Sodium 1-(4-fluorophenyl)-7-[(4-fluorophenyl)methyl]-3-{[(2-hydroxyethyl)amino]carbonyl}-2-oxo-1,2-dihydro-1,5-naphthyridine-4-olate

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Reaction Steps

1-(4-fluorophenyl)-7-[(4-fluorophenyl)methyl]-4-hydroxy-N-(2-hydroxyethyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (311 mg, 0.690 mmol) described in example 200 was suspended in ethanol (10 mL) and 1 N sodium hydroxide was added (0.68 mL) and the resulting white suspension was stirred for 1 hour. The mixture was diluted with diethyl ether (50 mL) and the solid was collected by vacuum filtration to afford sodium 1-(4-fluorophenyl)-7-[(4-fluorophenyl)methyl]-3-{[(2-hydroxyethyl)amino]carbonyl}-2-oxo-1,2-dihydro-1,5-naphthyridine-4-olate (300 mg, 92% yield) as a white solid. 1H NMR (DMSO-d6) δ 10.53 (br s, 1 H), 8.15 (s, 1 H), 7.31 (m, 2 H), 7.19 (m, 2 H), 7.11 (m, 2 H), 7.03 (m, 2 H), 6.48 (s, 1 H), 4.71 (br s, 1 H), 3.85 (s, 2 H), 3.41 (m, 2 H), 3.26 (m, 2 H); MS m/z 452 (M+1).

Provenance & Evidence