O-Phenylenediamine → HCID 54379842, compound

Participants

Reaction Steps

A procedure similar to that described in Example 5 was carried out with 9-bromo-5-carboxymethyl-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione (300 mg, 0.88 mmol) and o-phenylenediamine (110 mg, 1 mmol) to give 370 mg of the title compound (98%): mp>270° C.; 1H NMR (270 MHz, DMSO-d6) δ12.07 (s, 1H), 9.23 (s, 1H), 7.25 (d, 1H, J=2 Hz), 7.17 (d, 1H, J=2 Hz), 7.13 (dd, 1H, J=8.1 Hz), 6.91 (dt, 1H, J=2, 8.1 Hz), 6.72 (dd, 1H, J=2, 8.1 Hz), 6.54 (dt, 1H, J=8.1, 2 Hz), 5.19~5.27 (m, 1H), 4.85 (br, 2H), 3.10 (ddd, 1H, J=17.1, 13.5, 4.5 Hz), 2.85 (dm, 1H, J=17.1 Hz), 2.61 (d, 2H, J=7.3 Hz), 2.12 (dm, 1H, J=13.5 Hz), 1.81~1.95 (m, 1H).

Provenance & Evidence