Sodium Hydroxide → HCID 69482698, compound

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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 (2R)-1-amino-2-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 resulting material was treated with 1.3 equivalents of 1N NaOH solution and triturated with CH3CN to afford the product as a white solid: 1H NMR (d6-DMSO) δ 10.59 (1H, br), 8.14 (1H, s), 7.26 (3H, m), 7.10 (2H, m), 4.92 (2H, s), 4.80 (1H, br), 3.99 (2H, s), 3.67 (1H, br), 3.15 (2H, m), 3.08 (3H, s), 2.78 (3H, s), 1.04 (3H, br d, J˜5 Hz); HRMS calcd for C23H25FN4O5+H+: 457.1887. Found: 457.1882.

Provenance & Evidence