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

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Reaction Steps

This compound was prepared from ethyl 1-[2-(dimethylamino)-2-oxoethyl]-7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate and 3-amino-1-propanol employing methods similar to those described in Example 245 and was purified by reverse phase preparative HPLC (C-18 stationary phase; 10-100% CH3CN/water/0.1% formic acid mobile phase). The product was obtained as a white solid: 1H NMR (d6-DMSO) δ 10.56 (1H, br), 8.16 (1H, br s), 7.26 (3H, m), 7.10 (2H, t, J=8.8 Hz), 4.93 (2H, s), 4.50 (1H, br t), 3.99 (2H, s), 4.43 (2H, m), 3.27 (2H, m), 3.08 (3H, s), 2.78 (3H, s), 1.58 (2H, m, J=6 Hz); HRMS calcd for C23H25FN4O5+H+: 457.1887. Found: 457.1903.

Provenance & Evidence