Potassium Carbonate → HCID 68861317, compound

Participants

Reaction Steps

A mixture of N-benzyl-N-[(3′-bromo-4′-hydroxy-1,1′-biphenyl-4-yl)methyl]-2-butyl-1-benzofuran-3-carboxamide (1.5 g, 2.64 mmol), prepared in the previous step, bromoacetonitrile (220 μL, 3.16 mmol) and potassium carbonate (1.862 g, 13.5 mmol) in 75 mL of DMF was stirred under nitrogen at room temperature for 23 h. The reaction was partitioned between methylene chloride and water. If an emulsion forms saturated NaCl can be added to separate it. The organic layer was separated, extracted multiple times with water, dried (MgSO4), and the solvent removed under reduced pressure to give N-benzyl-N-{[3′-bromo-4′-(cyanomethoxy)-1,1′-biphenyl-4-yl]methyl}-2-butyl-1-benzofuran-3-carboxamide (1.1 g, 69%) as a yellow oily solid, MS (ESI) m/z 607 [M+H]+. Elemental Analysis for C35H31BrN2O3: Calc'd: C, 69.19; H, 5.14; N, 4.61; Found: C, 67.76; H, 5.44; N, 4.29

Provenance & Evidence