Toluene → HCID 67380727, compound

Participants

Reaction Steps

To a toluene (10.0 mL) solution of 3-amino-benzoic acid methyl ester (330 mg, 2.2 mmol) was added palladium acetate (200 μL of 0.001 mmol stock solution), BINAP (200 μL of 0.001 mmol stock colution), sodium t-butoxide (2.2 mmol) and 2,5-dichloro-pyridine (296 mg, 2.0 mmol). The reaction mixture was refluxed for 10 h. Collected crude reaction mass was added to water, extracted with ethyl acetate. Solvent was evaporated and the crude mass was purified by flash column chromatography using 20% ethyl acetate in hexanes on a prepacked silica column to give 3-(5-chloro-pyridin-2-ylamino)-benzoic acid methyl ester (315 mg).

Provenance & Evidence