2-Morpholinoethylamine → HCID 69482804, compound

Participants

Reaction Steps

A solution of ethyl 1-[2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)ethyl]-7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1,2-dihydro-1,5-naphthyridine-3-carboxylate (0.025 g, 0.049 mmol) in EtOH (1 mL) under nitrogen was treated with 2-(4-morpholinyl)ethanamine (0.008 mL, 0.061 mmol) for 30 min.@150° C. The reaction was further microwaved for 30 min.@150° C. after the addition of an additional equivalent (0.008 mL) of the amine, cooled to ambient temperature, and the resulting suspension was filtered, washed with EtOH and then thoroughly dried under high vacuum to provide the title compound as an off-white solid: 1H NMR (300 MHz, DMSO-d6) δ ppm 2.26-2.34 (m, 6 H), 3.33-3.37 (m, 2 H), 3.48-3.54 (m, 4 H), 3.91 (t, J=5.69 Hz, 2 H), 4.13 (s, 2 H), 4.56 (t, J=5.62 Hz, 2 H), 7.10-7.17 (m, 2 H), 7.33-7.40 (m, 2 H), 7.82 (s, 4 H), 8.16 (d, J=1.12 Hz, 1 H), 8.53 (d, J=0.84 Hz, 1 H), 10.04 (t, J=6.18 Hz, 1 H); ES+ MS: 600 (N+H+).

Provenance & Evidence