Synthesis of Primary ω-Phenyl-ω-pyridylalkylamines

Article abstract of DOI:10.1002/ardp.19893220310

Phthalimidoalkylation of phenylpyridylacetonitriles followed by acidic or basic hydrolysis and decarboxylation is a convenient method for the preparation of pheniramine-like primary amines.Substituted dihydropyrrolamines were isolated as intermediates in the synthesis of the corresponding propylamines.Alternatively, 3,3-diarylpropylamines were prepared via Horner-Emmons reaction of pertinent ketones with diethyl cyanomethanephosphonate followed by reduction with complex hydrides.