2-Phenyl-2-(pyridin-2-yl)hexahydropyrimidine

The title compound, C15H17N3, was prepared by reaction of benzoylpyridine and hexahydropyrimidine. The 1,3-diazinane ring adopts a chair conformation with one N-H group axial and the other equatorial. The axial N-H group participates in very weak hydrogen bonding to the lone pair of electrons of the N atom with the equatorial H atom producing a very weakly hydrogen-bonded dimer. The pyridine N atom accepts an internal hydrogen bond from the equatorial H atom. The phenyl ring adopts an equatorial position while the pyridine ring is axial. The phenyl ring exhibits a slight twist (ca 25 degrees) relative to the hexahydropyrimidine ring. The pyridine ring stacks with symmetry-related pyridine rings.