Potassium Carbonate → HCID 178461921, compound

Participants

Reaction Steps

To a solution of (S)-2-(1-(9H-purin-6-ylamino)ethyl)-1-phenyl-1H-benzo[d]imidazole-6-carbonitrile 122 (70 mg, 0.18 mmol) in DMSO (2 mL) was added potassium carbonate (10 mg, 0.07 mmol) followed by hydrogen peroxide (30%, 0.2 mL). After 1 h stirring, additional potassium carbonate (10 mg, 0.07 mmol) in water and hydrogen peroxide 90.2 mL) were added and stirring was continued for 1 h. The solution was then diluted with water (30 mL) and EtOAc was added. A precipitate formed and was filtered off affording 137 as a white solid (47 mg, 64%). LCMS: RT 2.41 min [M+H]+ 399.1. 1H NMR (DMSO, 400 MHz): δ 8.20-8.07 (2H, m), 8.03-7.92 (2H, m), 7.81 (1H, d, J=9.19 Hz), 7.76-7.50 (6H, m), 7.24 (1H, s), 5.51 (1H, bs), 1.58 (3H, d, J=6.84 Hz)

Provenance & Evidence