3-Aminopyridine → 3-(Pyridin-3-ylamino)-4-ethoxy-cyclobut-3-ene-1,2-dione

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Reaction Steps

3-Aminopyridine (12.3 g, 130 mmol) was added to a solution of 3,4-diethoxy-3-cyclobutene-1,2-dione (21.5 g; 125 mmol) in 130 mL EtOH. The mixture was heated to reflux for 16 h, filtered and the filtrate was concentrated under reduced pressure. The residue was purified by flash chromatography (7% EtOH in EtOAc) to give the title compound as a yellow powder.

Provenance & Evidence