1-Phenyl-2-pyrrolidinyl-cyclopentylamine via Thermal Rearrangement

Thermal rearrangement of aminoimine, 1, followed by hydrogenation produced 1-phenyl-2-pyrrolidinyl cyclopentylamine 3. The structure and stereochemistry of this novel amine 4 was identified by x-ray crystallography of the 2-chloro-6-iodo-nicotinamide derivative as a hydrogen maleate salt.