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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1718785Generated: November 3, 2026

Ethyl Acetate → 4'-({1-[4-(Cyclopropyloxy)-3-fluorophenyl]-2-methyl-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl}methyl)biphenyl-2-carbonitrile

https://huagongshe.com/reaction/1718785

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantCesium carbonateHCID 10796—
ReactantBromocyclopropaneHCID 78037—
Reactant4'-{[1-(3-Fluoro-4-hydroxyphenyl)-2-methyl-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrileHCID 57460691—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product4'-({1-[4-(Cyclopropyloxy)-3-fluorophenyl]-2-methyl-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl}methyl)biphenyl-2-carbonitrileHCID 57460718—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of 4′-{[1-(3-fluoro-4-hydroxyphenyl)-2-methyl-6-oxo-4-propyl-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrile (1.0 g) and bromocyclopropane (1.8 mL) in N,N-dimethylformamide (10 mL) was added cesium carbonate (3.60 g), and the mixture was stirred at 150° C. for 2 days. The reaction mixture was allowed to cool to room temperature, ethyl acetate and water were added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated and the residue was purified by silica gel column chromatography to give the title compound as a pale-yellow viscous substance (0.15 g, 14%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07803940B2
Source datasetuspto-grants-2010_09
ORD IDord-0be62472a5c34068bdb5eb011ab7358c
Source noteuspto-grants-2010_09