Ethoxyethylamine → HCID 86612785, compound

Participants

Reaction Steps

A solution of ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-1-[2-(methyl{[(phenylmethyl)oxy]carbonyl}amino)ethyl]-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate(0.022 g, 0.041 mmol) in EtOH (3 mL) under nitrogen was treated with Ethoxyethylamine (0.012 mL, 0.20 mmol) for 15 min.@150° C. in a microwave vessel then@150° C. for an additional 1 h. After the reaction was cooled to ambient temperature the resulting suspension was filtered, and the filtered solid was washed with EtOH and Et2O then thoroughly dried under high vacuum to provide the title compound as a white solid: 1H NMR (400 MHz, DMSO-d6 (90° C.) δ ppm 2.62 (t, J=5.67 Hz, 2 H), 2.87 (s, 3 H), 3.38 (t, J=7.14 Hz, 2 H), 3.43-3.49 (m, 2 H), 3.55 (t, J=5.95 Hz, 2 H), 3.60 (s, 3 H), 4.07-4.15 (m, 3 H), 4.41 (t, J=5.67 Hz, 3 H), 4.64 (s, 1 H), 4.87 (s, 2 H), 7.08 (t, J=8.97 Hz, 2 H), 7.16 (s, 2 H), 7.28 (d, J=2.20 Hz, 2 H), 7.29-7.34 (m, 3 H), 7.87 (s, 1 H), 8.48 (s, 1 H), 10.30 (s, 1 H); ES+ MS: 549 (M+H+).

Provenance & Evidence