Trifluoroacetic acid → HCID 59375081, compound

Participants

Reaction Steps

A solution of 4-bromo-7-(2-hydroxypropan-2-yl)-9H-carbazole-1-carboxamide (Intermediate 73-2, 120 mg, 0.346 mmol) and TFA (0.013 mL, 0.173 mmol) in methanol (2 mL) was stirred at rt over a weekend. The mixture was diluted with DCM, washed with 1 M aqueous sodium hydroxide and water, dried and concentrated. The residue was combined with that from another reaction done with 20 mg of Intermediate 73-2, and purified by column chromatography (eluting with hexane-EtOAc) to provide 4-bromo-7-(2-methoxypropan-2-yl)-9H-carbazole-1-carboxamide as a white solid (112 mg, 77%). 1H NMR (400 MHz, chloroform-d) δ 10.53 (1 H, br. s.), 8.68 (1 H, d, J=8.36 Hz), 7.59 (1 H, d, J=1.10 Hz), 7.36-7.44 (3H, m), 3.13 (3 H, s), 1.64 (6 H, s). Mass spectrum m/z 361, 363 (M+H)+.

Provenance & Evidence