Trifluoroacetic acid → HCID 59375074, compound

Participants

Reaction Steps

A suspension of 4-bromo-7-(2-hydroxypropan-2-yl)-9H-carbazole-1-carboxamide (Intermediate 73-2, 300 mg, 0.864 mmol) in DCM (2 mL) was treated with triethylsilane (1.380 mL, 8.64 mmol) and then slowly with TFA (0.666 mL, 8.64 mmol) and the mixture was stirred at rt for 40 min. The resulting suspension was diluted with DCM and the resulting solution was washed with NaHCO3 (aq). The organic phase was washed with water and brine, and dried and concentrated to give 4-bromo-7-isopropyl-9H-carbazole-1-carboxamide as a white solid (280 mg, 98%). 1H NMR (400 MHz, chloroform-d) δ 10.50 (1 H, br. s.), 8.63 (1 H, d, J=8.1 Hz), 7.32-7.40 (3 H, m), 7.22 (1 H, dd, J=8.4, 1.3 Hz), 5.97 (2 H, br. s.), 3.02-3.18 (1 H, m), 1.35 (6 H, d, J=6.8 Hz). Mass spectrum m/z 331, 333 (M+H)+.

Provenance & Evidence