trans-N-[3-(2-pyridyl)cyclopentyl]phthalimide → trans-3-(2-Pyridyl)cyclopentylamine

Participants

Reaction Steps

A mixture of (1S,3S)-N-[3-(2-pyridyl)cyclopentyl]phthalimide (4.12 g, 14.1 mmol), and hydrazinemonohydorate (2.0 mL, 41.2 mmol) in EtOH (100 mL) was stirred at reflux for 3 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 (1S,3S)-3-(2-pyridyl)cyclopentylamine (2.10 g, 92%) as yellow oil.

Provenance & Evidence