Ethanolamine → 1-butyl-7-[(4-fluorophenyl)methyl]-4-hydroxy-N-(2-hydroxyethyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide

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Reaction Steps

In a similar manner to that described in example 196, from ethyl 1-butyl-7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate (20 mg, 0.050 mmol) and 2-aminoethanol (0.05 mL), was prepared 1-butyl-7-[(4-fluorophenyl)methyl]-4-hydroxy-N-(2-hydroxyethyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (9 mg, 43% yield) as a white solid after purification by reverse phase HPLC. 1H NMR (CDCl3) δ 10.48 (br s, 1 H), 8.55 (s, 1 H), 7.27 (s, 1 H), 7.18-7.15 (m, 2 H), 7.05-7.01 (m, 2 H), 4.14 (s, 2 H), 4.07 (m, 2 H), 3.85 (m, 2 H), 3.63 (m, 2 H), 1.51 (m, 2 H), 1.33 (m, 2 H), 0.90 (m, 3 H); MS m/z 414 (M+1).

Provenance & Evidence