4-Carboxyphenylboronic Acid → HCID 21833761, compound

Participants

Reaction Steps

3-(4-Bromo-3-methylphenyl)-1,2,4-oxadiazol-5-ylmethanol (EP 0533268 A1) (1.0 g, 3.7 mmol) was reacted with 4-boronobenzoic acid using similar conditions to Description 11 to afford 4'-(5-hydroxymethyl-1,2,4-oxadiazol-3-yl)biphenyl-4-carboxylic acid. This was dissolved in methanol (70 ml), treated with conc. sulphuric acid (2 ml) and heated under reflux for 4 hours. The solution was concentrated in vacuo and the residue basified with 10% Na2CO3 solution and extracted with ethyl acetate. The extract was dried (Na2SO4) and concentrated in vacuo to afford the title compound (0.76 g, 68%).

Provenance & Evidence