Abstract
The title compound, C18H23FO5, was synthesized by reacting diethyl malonate with 1-(4-fluoro-phen-yl)-3-methyl-but-2-en-1-one. The mol-ecule adopts a loose conformation stabilized by weak C-H⋯O and C-H⋯π inter-actions. In the crystal, the mol-ecules are joined by C-H⋯O contacts into infinite chains along the b-axis direction with a C(6) graph-set motif. Hirshfeld surface analysis and fingerprint plots demonstrate the predominance of H⋯H, O⋯H and F⋯H inter-molecular inter-actions in the crystal structure.
Highlights
The title compound, C18H23FO5, was synthesized by reacting diethyl malonate with 1-(4-fluorophenyl)-3-methylbut-2-en-1-one
The molecule adopts a loose conformation stabilized by weak C—HÁ Á ÁO and C—HÁ Á Á interactions
Hirshfeld surface analysis and fingerprint plots demonstrate the predominance of HÁ Á ÁH, OÁ Á ÁH and FÁ Á ÁH intermolecular interactions in the crystal structure
Summary
Polyfunctionalized reactions are used to synthesize the bioactive compounds that are interesting core structures for the development of new drug molecules. The direct functionalization of chemical intermediates has attracted extensive attention of synthetic chemists (Fournier et al, 1994; Liu & Couldwell, 2005; Markham & Faulds, 1998) for the construction of heterocyclic compounds that are known to exhibit various pharmacological properties such as anticancer (Kasumbwe et al, 2017), antimosquito (Venugopala et al, 2013a), anti-tubercular (Narayanaswamy et al, 2013b), antiHIV (Poty et al, 2015), anti-diabetic (Shahidpour et al, 2015) and anti-microbial (Ji et al, 2015) activities. The title compound, achieved by Michael addition (Simamura et al, 1954), is an important precursor in the construction of the heterocyclic compound N2-(3-(difluoromethoxy)-4-(3-methyl1H-1,2,4-triazol-1-yl)phenyl)-7-(4-fluorophenyl)-N4,5,5-trimethyl-6,7-dihydro-5H-cyclopenta[d]pyrimidine-2,4-diamine, which is a modulator of -amyloid peptide production in treating Alzheimer’s disease (Boy et al, 2015)
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