Acetic Acid → HCID 66603955, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of methyl 3-(3-cyano-3′-methoxybiphenyl-4-ylamino)benzoate (3.3 g, 9.21 mmol), diacetoxypalladium (5.17 g, 23.02 mmol), and AcOH (150 mL) in a pressure vessel was heated at 130° C. for 48 h. The sold was separated by filtration and washed with several times with HOAc. The filtrate was taken and the HOAc was removed under reduced pressure. The residue was dissolved in a mixture of DCM and MeOH and mixed with silica gel (12 g). After the removal of solvents, the mixture was loaded to a silica gel column and eluted with DCM containing 0 to 1.5% MeOH to afford 140 mg of methyl 8-carbamoyl-6-(3-methoxyphenyl)-9H-carbazole-2-carboxylate. MS (ESI) m/z 375.2 (M+H). 1H NMR (MeOD) δ ppm 9.28 (1H, d, J=1.53 Hz), 8.18 (1H, d, J=1.53 Hz), 7.86 (1H, d, J=7.32 Hz), 7.78 (1H, d, J=7.93 Hz), 7.46 (1H, t, J=7.78 Hz), 7.32-7.41 (2H, m), 7.31 (1H, d, J=2.14 Hz), 6.88 (1H, dd, J=7.48, 1.98 Hz), 4.04 (3H, s), 3.89 (3H, s).

Provenance & Evidence