Water → HCID 69481020, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1-[3-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)propyl]-N-[2-(ethyloxy)ethyl]-7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxamide (261 mg, 0.46 mmol) and anhydrous hydrazine (286 μL, 9.1 mmol) in ethanol (20 mL) was heated at 50° C. for 5 hours. Water (40 mL) was added and the resulting slurry was cooled to 0-5° C. and collected by filtration to provide the product as a white solid: 1H NMR (CDCl3) δ 10.52 (1H, b), 8.44 (1H, s), 7.93 (1H, s), 7.33-7.39 (2H, m), 7.09-7.16 (2H, m), 4.22 (2H, t, J=7 Hz), 4.13 (2H, s), 3.42-3.50 (6H, m), 2.61 (2H, t, J=7 Hz), 1.65-1.73 (2H, m), 1.11 (3H, t, J=7 Hz); ES+ MS: 443 (M+H+).

Provenance & Evidence