4-[(E)-3-oxo-3-(2-phenylamino-pyridin-3-yl)-propenyl]-benzoic acid methyl ester → 4-[3-Oxo-3-(2-phenylamino-pyridin-3-yl)-propyl]-benzoic acid methyl ester

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Reaktionsschritte

A mixture of 4-[(E)-3-oxo-3-(2-phenylamino-pyridin-3-yl)-propenyl]-benzoic acid methyl ester (2.45 g, 6.84 mmol) and ethyl acetate (280 mL, 0.024M) was treated with 10% palladium on carbon (0.24 g, 10% weight of starting material used). The flask was fitted with a hydrogen balloon, and the reaction stirred at 25° C. overnight. At this time, the reaction was filtered through a pad of Celite®, rinsed with ethyl acetate, and concentrated in vacuo. Flash chromatography (AnaLogix Intelliflash 280, 80 g silica gel column, 1-20% ethyl acetate/hexanes) afforded 4-[3-oxo-3-(2-phenylamino-pyridin-3-yl)-propyl]-benzoic acid methyl ester (2.00 g, 81%) as an orange solid.

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