Hydrogen Peroxide → HCID 59375044, compound

Participants

Reaction Steps

Step 3 A suspension of 7-formyl-4-(2-methyl-3-(1-oxoisoindolin-2-yl)phenyl)-9H-carbazole-1-carboxamide (30 mg, 0.052 mmol) in methanol (1 mL) was treated with sulfuric acid (4.2 mL, 0.078 mmol) followed by 30% aqueous hydrogen peroxide (0.032 mL, 0.313 mmol), and stirred at rt for 23 h, The mixture was treated with 1 M aqueous sodium hydroxide (200 mL) and stirred for 1 h. The mixture was diluted with water and the precipitate was collected by filtration, washed with water and dried. The residue was purified by preparative HPLC to provide 7-hydroxy-4-(2-methyl-3-(1-oxoisoindolin-2-yl)phenyl)-9H-carbazole-1-carboxamide as a tan powder (3.6 mg, 15%). 1H NMR (400 MHz, methanol-d4) δ 7.90 (1H, d, J=7.5 Hz), 7.86 (1H, d, J=7.9 Hz), 7.65-7.76 (2H, m), 7.48-7.63 (3H, m), 7.42 (1H, d, J=6.6 Hz), 7.03 (1H, d, J=7.9 Hz), 6.98 (1H, s), 6.92 (1H, d, J=8.8 Hz), 6.54 (1H, d, J=9.0 Hz), 4.97 (2H, s), 1.94 (3H, s). Mass spectrum m/z 448.1 (M+H)+.

Provenance & Evidence