Sodium Hydroxide → HCID 69482109, compound

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Reaction Steps

In a manner similar to that described in example 474, from N-[(2R)-2,3-dihydroxypropyl]-7-[(4-fluorophenyl)methyl]-4-hydroxy-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (395 mg, 0.985 mmol described in example 516) and 1 N sodium hydroxide (0.99 mL) was prepared sodium 3-({[(2R)-2,3-dihydroxypropyl]amino}carbonyl)-7-[(4-fluorophenyl)methyl]-1-methyl-2-oxo-1,2-dihydro-1,5-naphthyridine-4-olate (390 mg, 94% yield) as a white solid. 1H NMR (DMSO-d6) δ 10.61 (s, 1 H), 8.17 (s, 1 H), 7.60 (s, 1 H), 7.33-7.29 (m, 2 H), 7.11-7.06 (m, 2 H), 4.85 (m, 1 H), 4.57 (m, 1 H), 4.02 (s, 2 H), 3.50 (m, 1 H), 3.38 (s, 3 H), 3.40-3.25 (m, 3 H), 3.16 (m, 1 H); MS m/z 402 (M+1).

Provenance & Evidence