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

Participants

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 1-amino-2-propanol (0.05 mL), was prepared 1-butyl-7-[(4-fluorophenyl)methyl]-4-hydroxy-N-(2-hydroxypropyl)-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (8 mg, 38% yield) as a white solid after purification by reverse phase HPLC. 1H NMR (CDCl3) δ 10.50 (br s, 1 H), 8.57 (s, 1 H), 7.28 (s, 1 H), 7.19-7.15 (m, 2 H), 7.07-7.02 (m, 2 H), 4.14 (s, 2 H), 4.11-4.07 (m, 3 H), 3.61 (m, 1 H), 3.39 (m, 1 H), 1.57-1.49 (m, 2 H), 1.38-1.24 (m, 6 H), 0.91 (m, 3 H); MS m/z 428 (M+1).

Provenance & Evidence