4-Aminobenzamide → 9-Bromo-5-(p-carbamoylphenylcarbamoylmethyl)-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione

Participants

Reaction Steps

A procedure similar to that described in Example 52 was carried out with 9-bromo-5-carboxymethyl-6,7-dihydro-1H, 5H-pyrido[1,2,3-de]quinoxaline-2,3-dione (170 mg, 0.5 mmol) and p-carbamoylaniline (70 mg, 0.51 mmol) to give 130 mg of the title compound (57%): mp>270° C.; 1H NMR (270 MHz, DMSO-d6) δ12.05 (s, 1H), 10.23 (s, 1H), 7.85 (bs, 1H), 7.83 (d, 2H, J=8.6 Hz), 7.62 (d, 2H, J=8.6 Hz), 7.23 (bm, 2H), 7.17 (bs, 1H), 5.20~5.27 (m, 1H), 3.06 (ddd, 1H, J=17.1, 13.5, 4.5 Hz), 2.84 (dm, 1H, J=17.1 Hz), 2.63 (d, 2H, J=6.9 Hz), 2.12 (dm, 1H, J=13.5 Hz), 1.82~1.96 (m, 1H).

Provenance & Evidence