Ammonium formate → Tert-butyl 3-(2-(pyridin-3-yl)ethyl)piperazine-1-carboxylate

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Reaction Steps

Ammonium formate (0.492 g, 7.80 mmol) was added to a mixture of 1-benzyl 4-tert-butyl 2-(2-(pyridin-3-yl)ethyl)piperazine-1,4-dicarboxylate (1.66 g, 3.90 mmol) and palladium hydroxide on carbon (˜20% Pd, 0.137 g, 0.20 mmol) in EtOH (100 mL). The reaction mixture was heated to reflux for 3 h. Upon cooling to rt, the reaction mixture was filtered though Celite®, and the filtrate was concentrated under reduced pressure. Purification by column chromatography (0 to 5% MeOH in CH2Cl2 gradient) gave 0.683 g (60%) of the desired product. Rf=0.34 in 10% MeOH/CH2Cl2. LC-MS: RT=3.33 min., [M+H]+=292.2.

Provenance & Evidence