Potassium Carbonate → HCID 68860117, compound

Participants

Reaction Steps

A mixture of 1-benzyl-N-[(3′-bromo-4′-hydroxy-1,1′-biphenyl-4-yl)methyl]-N-methyl-1H-indole-3-carboxamide (1.60 g, 3.05 mmol), prepared in the previous step, bromoacetonitrile (255 μL, 3.66 mmol) and potassium carbonate (2.11 g, 15.30 mmol) in 25 mL of DMF was stirred under nitrogen at room temperature for 16 h (overnight). The reaction was partitioned between ethyl acetate and water. The organic layer was separated, extracted multiple times with water, dried (MgSO4) and the solvent removed under reduced pressure to give 1-benzyl-N-{[3′-bromo-4′-(cyanomethoxy)-1,1′-biphenyl-4-yl]methyl}-N-methyl-1H-indole-3-carboxamide (1.69 g, 98%) as a yellow foam, MS (ESI) m/z 564 [M+H]+. Elemental Analysis for C32H26BrN3O2: Calc'd: C, 68.09; H, 4.64; N, 7.44; Found: C, 67.53; H, 4.57; N, 7.14

Provenance & Evidence