Pyridine → 5-(5-Phenyl-benzofuran-2-ylmethoxycarbonylamino)-biphenyl-3-carboxylic Acid Methyl Ester

Participants

Reaction Conditions

Reaction Steps

To a solution of 5-amino-biphenyl-3-carboxylic acid methyl ester (crude from Step 4; 1.00 g, 4.40 mmol) and pyridine (0.711 mL, 8.80 mmol) in toluene (15 mL) at room temperature under argon was added 20% phosgene in toluene (3.3 mL, 6.3 mmol) and the mixture was heated at 90° C. for 1 h. The mixture was filtered, and the filtrate was concentrated to dryness (0.373 g). The crude material was dissolved in toluene (4 mL), (5-phenyl-benzofuran-2-yl)-methanol (0.300 g, 1.38 mmol) and DMAP (0.016 g, 0.137 mmol) were added and the mixture was heated at 90° C. for 18 h. The solvent was evaporated to dryness. Purification by flash chromatography gave 0.125 g of a white solid.

Provenance & Evidence