Ethanol → HCID 66604433, compound

Participants

Reaction Steps

Ethyl 8-carbamoyl-6-(3,4-dichlorophenyl)-9H-carbazole-3-carboxylate (980 mg, 2.294 mmol), 1 M aqueous sodium hydroxide (5.73 mL, 5.73 mmol) in THF (13 mL)/EtOH (13 mL) was heated in an oil bath at 85° C. for 24 h. The solvent was removed under reduced pressure. The solid was suspended in water (200 mL). To this suspension was added aqueous 1N HCl solution until pH ˜2-3. The solid was collected by filtration and dried. The crude was purified using silica gel column chromatography (CH2Cl2-MeOH-3 to 50%) to afford 820 mg of 8-carbamoyl-6-(3,4-dichlorophenyl)-9H-carbazole-3-carboxylic acid which was used as such in the next reaction. MS (ESI) m/z 397.2 (M−H). 1H NMR (DMSO-d6) δ ppm 12.64 (1H, br. s.), 11.80 (1H, s), 8.83-9.08 (2H, m), 8.42 (1H, br. s.), 8.39 (1H, s), 8.29 (1H, d, J=2.14 Hz), 8.03-8.07 (1H, m), 8.00 (1H, dd, J=8.55, 2.14 Hz), 7.74-7.81 (2H, m), 7.63 (1H, br. s.).

Provenance & Evidence