Aniline → 2-(6-(Benzyloxy)pyridin-3-yl)-2-(phenylamino)acetic acid

Participants

Reaction Steps

To a suspension of 2-oxoacetic acid hydrate (0.40 g, 4.37 mmol) and aniline (0.40 ml, 4.37 mmol) in acetonitrile (25 ml), was added 6-(benzyloxy)pyridin-3-ylboronic acid (1.00 g, 4.37 mmol), and the reaction mixture was refluxed for 2 hours. The solvent was evaporated, and the resulting dark brown oil was purified by flash chromatography (DCM/MeOH=97/3) to obtain 2-(6-(benzyloxy)pyridin-3-yl)-2-(phenylamino)acetic acid (460 mg, 31.5% yield).

Provenance & Evidence