(1R,3R)-N-[3-(2-pyridyl)cyclopentyl]phthalimide → (1R,3R)-3-(2-pyridyl)cyclopentylamine

Participants

Reaction Steps

A mixture of (1R,3R)-N-[3-(2-pyridyl)cyclopentyl]phthalimide (4.17 g, 14.3 mmol), and hydrazinemonohydorate (2.0 mL, 41.2 mmol) in EtOH (100 mL) was stirred at reflux for 4 h. After cooling, the reaction mixture was filtered followed by the removal of solvent. The residue was suspended in EtOAc and stirred at reflux for 1 h. After cooling, the precipitate was filtered followed by the removal of solvent to yield (1R,3R)-3-(2-pyridyl)cyclopentylamine (1.62 g, 70%) as yellow oil.

Provenance & Evidence