Ethanolamine → 7-[(4-fluorophenyl)methyl]-4-hydroxy-N-(2-hydroxyethyl)-1-(3-hydroxypropyl)-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 7-[(4-fluorophenyl)methyl]-4-hydroxy-1-(3-hydroxypropyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate (27 mg, 0.0675 mmol) and 2-aminoethanol (0.05 mL) was prepared 7-[(4-fluorophenyl)methyl]-4-hydroxy-N-(2-hydroxyethyl)-1-(3-hydroxypropyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (13 mg, 46% yield) as a white solid after purification by reverse phase HPLC. 1H NMR (CDCl3) δ 10.28 (br s, 1 H), 8.52 (s, 1 H), 7.51 (1 H), 7.15-7.11 (m, 2 H), 7.01-6.96 (m, 2 H), 4.27 (m, 2 H), 4.10 (s, 2 H), 3.76 (m, 2 H), 3.57 (m, 2 H), 3.49 (m, 2 H), 1.79 (m, 2 H); HRMS m/z calcd for C21H23N3O5F: 416.1622. Found: 416.1634.

Provenance & Evidence