Sodium Carbonate → 7-morpholino-3-phenyl-9H-carbazole-1-carboxamide

Participants

Reaction Conditions

Reaction Steps

3-Bromo-7-morpholino-9H-carbazole-1-carboxamide (34 mg, 0.091 mmol), phenylboronic acid (22.16 mg, 0.182 mmol), PdCl2(dppf)-CH2Cl2 adduct (7.42 mg, 9.09 μmol), and Na2CO3 (2M) (0.182 mL, 0.363 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 purified using preparative HPLC to give titled product. MS (ESI) m/z 372.13 (M+H)+. 1H NMR (DMSO-d6) δ ppm 11.12 (s, 1H), 8.47 (s, 1H), 8.30 (s, 1H), 8.16 (s, 1H), 8.05 (d, 1H, J=8.5), 7.87 (d, 2H, J=8.3), 7.50(m, 3H), 7.34 (t, 1H, J=7.4), 7.24 (s, 1H), 6.93 (dd, 1H, J=8.5, 1.9), 3.8 (m, 4H), 3.19 (m, 4H).

Provenance & Evidence