Sodium Hydroxide → HCID 69481066, compound

Participants

Reaction Steps

A mixture of 1-[2-(dimethylamino)-2-oxoethyl]-7-[(4-fluorophenyl)methyl]-4-hydroxy-N-[2-(methyloxy)ethyl]-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (15.5 g, 33.96 mmol) and EtOH (600 mL) was treated with 1N NaOH (39 mL, 39 mmol) and stirred 2 h at rt. The reaction mixture was partially concentrated at reduced pressure; the solid material was filtered, washed with EtOH and dried under high vacuum to afford the product as an off-white solid: 1H NMR (d6-DMSO) δ 10.60 (1H, br), 8.14 (1H, s), 7.26 (3H, m), 7.10 (2H, t, J=8.8 Hz), 4.92 (2H, s), 3.99 (2H, s), 3.36 (4H, m), 3.24 (3H, s), 3.08 (3H, s); ES− MS: 455 (M−, 100).

Provenance & Evidence