1-Amino-2-propanol → 1-(4-fluorophenyl)-7-[(4-fluorophenyl)methyl]-4-hydroxy-N-(2-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 1-(4-fluorophenyl)-7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate (20 mg, 0.043 mmol) and 1-amino-2-propanol (0.05 mL) was prepared 1-(4-fluorophenyl)-7-[(4-fluorophenyl)methyl]-4-hydroxy-N-(2-hydroxypropyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (15 mg, 75% yield) as a white solid. 1H NMR (CDCl3) δ 10.22 (br s, 1 H), 8.53 (s, 1 H), 7.31-7.25 (m, 2 H), 7.22-7.18 (m, 2 H), 7.03-6.92 (m, 4 H), 6.72 (s, 1 H), 4.03 (m, 1 H), 3.94 (s, 2 H), 3.56 (m, 1 H), 3.36 (m, 1 H), 1.24 (d, J=6.4 Hz, 3 H). MS m/z 466 (M+1).

Provenance & Evidence