Benzo(d)thiazol-2-amine → 9-Bromo-5-(2-benzothiazolylcarbamoylmethyl)-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 2-aminobenzothiazole (80 mg, 0.53 mmol) to give 180 mg of the title compound (76%): mp 264°~265° C.; 1H NMR (270 MHz, DMSO-d6) δ12.46 (bs, 1H), 12.09 (s, 1H), 7.99 (d, 1H, J=7.9 Hz), 7.74 (d, 2H, J=7.9 Hz), 7.44 (dt, 1H, J=1.3, 7.9 Hz), 7.31 (dt, 1H, J=1.3, 7.9 Hz), 7.25 (s, 1H), 7.19 (s, 1H), 5.21~5.31 (m, 1H), 3.04 (ddd, 1H, J=17.1, 13.5, 4.5 Hz), 2.69~2.91 (m, 3H), 2.09 (dm, 1H, J=13.5 Hz), 1.85~1.99 (m, 1H).

Provenance & Evidence