title: Synthesis, conformation, and stereodynamics of a salt of 2-{[2-(3,4-dichlorophenyl)- ethyl]propylamino}-1-pyridin-3-ylethanol.
abstract: [reaction: see text] A novel synthetic route was developed for 2-{[2-(3,4-dichlorophenyl)ethyl]propylamino}-1-pyridin-3-ylethanol (4). A dynamic process due to nitrogen inversion at the central amine nitrogen has been identified by NMR spectroscopy for the dihydrobromide salt of this compound. The conformational properties of the diastereomeric pair were determined by analysis of NOE connectivities and MO calculations.
authors.affiliation: Drug Discovery, Lek Pharmaceuticals d. d., Verovskova 57, SI-1526 Ljubljana, Slovenia.
authors.forename: Tina
authors.initials: T
authors.lastname: Korosec
authors.forename: Joze
authors.initials: J
authors.lastname: Grdadolnik
authors.forename: Uros
authors.initials: U
authors.lastname: Urleb
authors.forename: Darko
authors.initials: D
authors.lastname: Kocjan
authors.forename: Simona Golic
authors.initials: SG
authors.lastname: Grdadolnik
mesh_terms: D000431:Ethanol / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry*; D004983:Ethanolamines / Q000138:chemical synthesis* / Q000737:chemistry*; D007202:Indicators and Reagents; D008958:Models, Molecular; D008968:Molecular Conformation; D010636:Phenols / Q000737:chemistry; D011437:Propylamines / Q000737:chemistry; D011725:Pyridines / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: C512156:2-((2-(3,4-dichlorophenyl)ethyl)propylamino)-1-pyridin-3-ylethanol; D004983:Ethanolamines; D007202:Indicators and Reagents; D010636:Phenols; D011437:Propylamines; D011725:Pyridines; D000431:Ethanol