Dimethylformamide → HCID 46832442, compound

Participants

Reaction Steps

A solution of 8-carbamoyl-6-(3,4-dichlorophenyl)-9H-carbazole-3-carboxylic acid (20 mg, 0.05 mmol), HATU (22 mg, 0.06 mmol) and N,N′-diisopropylamine (12 mg, 0.15 mmol) in DMF (0.2 ml) was agitated for 16 h at room temperature. The reaction mixture was diluted with methanol and then purified by reverse phase preparative HPLC to give 16 mg of 3-(3,4-dichlorophenyl)-6-(4-(dimethylamino)piperidine-1-carbonyl)-9H-carbazole-1-carboxamide. MS (ESI) m/z 510.2 (M+H). 1H NMR (DMSO-d6) δ ppm 11.66 (s, 1H), 8.91 (d, 1H, J=1.2), 8.42 (b, 1H), 8.38 (m, 2H), dd, 8.24 (d, 1H, J=2.3), 7.96 (dd, 1H, J=2.3, 8.4), 7.78 (d, 1H, J=8.3), 7.77 (d, 1H, J=8.3), 7.64 (b, 1H), 7.47 (dd, 1H, J=1.7, 8.4), 4.6-3.7 (b, 2H), 3.15-2.85 (b, 2H), 2.55-2.40 (b, 1H), 2.25 (bs, 6H), 1.9-1.7 (b, 2H), 1.47-1.35 (b, 2H).

Provenance & Evidence