Sodium Carbonate → 7-(4-methylpiperazin-1-yl)-3-phenyl-9H-carbazole-1-carboxamide

Participants

Reaction Conditions

Reaction Steps

3-Bromo-7-(4-methylpiperazin-1-yl)-9H-carbazole-1-carboxamide (35 mg, 0.090 mmol), phenylboronic acid (22.04 mg, 0.181 mmol), PdCl2(dppf)-CH2Cl2 adduct (7.38 mg, 9.04 μmol), and Na2CO3 (2M) (0.181 mL, 0.362 mmol) were mixed with DME (1 mL) in a sealed microwave vial. The mixture was flushed with N2 and heated at 105° C. in an oil bath for 1.5 hrs. The mixture was concentrated and purified using preparative HPLC to give titled product. MS (ESI) m/z 385.19 (M+H)+. 1H NMR (DMSO-d6) δ ppm 11.08 (s, 1H), 8.46 (s, 1H), 8.29 (s, 1H), 8.15 (s, 1H), 8.02 (d, 1H, J=8.5), 7.87 (d, 2H, J=7.4), 7.50(m, 3H), 7.34 (t, 1H, J=7.3), 7.23 (s, 1H), 6.92 (dd, 1H, J=8.8, 2.1), 3.25-3.15 (m, 8H), 2.25 (s, 3H).

Provenance & Evidence