Methyl 6-Amino-5-Cyano-2-Methoxycarbonylmethyl-4-Phenyl-4H-Pyran-3-Carboxylate

Abstract

A series of 4H-pyran and cyclohexanone derivatives was prepared via the three-component reaction of dimethyl acetonedicarboxylate, aromatic aldehydes and malononitrile. It is observed that the pyran ring in the given compound, C<inf>17</inf>H<inf>16</inf>N<inf>2</inf>O<inf>5</inf>, adopts a boat conformation. The crystal packing is stabilized by intermolecular N-H···O and N-H···N hydrogen bonds. The results show that C-bound H atoms were positioned geometrically and were treated as riding on their parent C atoms, with C-H distances in the range 0.93-0.97 Å and U<inf>iso</inf>(H) = 1.5U<inf>eq</inf>(C) for methyl H atoms and 1.2U<inf>eq</inf>(C) for aromatic H atoms.