2-Aminopropanol → HCID 69482584, compound

Participants

Reaction Steps

A solution of ethyl 1-{2-[acetyl(methyl)amino]ethyl}-7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate (0.019 g, 0.039 mmol) in EtOH (3 mL) under nitrogen was treated with 2-amino-1-propanol (0.02 mL, 0.27 mmol) for 30 min. (160° C. in a microwave vessel. After the reaction was cooled to ambient temperature the resulting suspension was concentrated in vacuo, triturated with Et2O:MeOH, filtered, and the filtered solid was washed with Et2O then thoroughly dried under high vacuum to provide the title compound as an off-white solid: 1H NMR (400 MHz, DMSO-d6 (90° C.) δ ppm 1.23 (d, J=6.86 Hz, 3 H), 1.85 (s, 3 H), 2.95 (s, 3 H), 3.50-3.55 (m, 4 H), 4.08-4.11 (m, 1 H), 4.18 (s, 2 H), 4.35 (s, 2 H), 4.69-4.72 (m, 1 H), 7.10-7.15 (m, 2 H), 7.37-7.42 (m, 2 H), 8.08 (s, 1 H), 8.55 (s, 1 H), 10.29 (d, J=4.53 Hz, 1 H), 17.15 (s, 1 H); ES+ MS: 471 (M+H+).

Provenance & Evidence