6533b82bfe1ef96bd128dfe8

RESEARCH PRODUCT

2-(4-Fluorophenyl)-1-(4-pyridyl)cyclopentan-1-ol

Dieter SchollmeyerBassam A. Abu ThaherStefan Laufer

subject

chemistry.chemical_classificationKetoneStereochemistryHydrogen bondSalt (chemistry)Biological activityGeneral ChemistryCrystal structureCondensed Matter PhysicsCatalysisCrystalchemistryRacemic mixtureGeneral Materials Science

description

The crystal structure of the title compound, C16H16FNO, was determined as part of a study of the biological activity of pyridine-substituted cyclo­pentene derivatives as p38 mitogen-activated protein kinase (MAPK) inhibitors. The 4-fluoro­phenyl and 4-pyridyl rings are trans positioned with respect to each other. The compound exists as a racemic mixture. The synthesis was achieved via direct inter­action between the reactive complex Grignard reagent PyMgCl·LiCl and the enolizable ketone 4-fluoro­phenyl­cyclo­penta­none with the assistance of the neodymium salt catalyst NdCl3·2LiCl. The crystal packing is characterized by zigzag chains of mol­ecules, which are connected by O—H⋯N hydrogen bonds running along the b axis.

https://doi.org/10.1107/s1600536807034034