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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1889387Generated: November 1, 2026

Dimethylformamide → 4'-{[3-{2-[4-(cyclopropylmethoxy)phenyl]-2-oxoethyl}-6-ethyl-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl]methyl}biphenyl-2-carbonitrile

https://huagongshe.com/reaction/1889387

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
ReactantBromomethylcyclopropaneHCID 81503—
Reactant4'-{[6-ethyl-3-[2-(4-hydroxyphenyl)-2-oxoethyl]-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl]methyl}biphenyl-2-carbonitrileHCID 59351710—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product4'-{[3-{2-[4-(cyclopropylmethoxy)phenyl]-2-oxoethyl}-6-ethyl-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl]methyl}biphenyl-2-carbonitrileHCID 5935150173%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a mixture of 4′-{[6-ethyl-3-[2-(4-hydroxyphenyl)-2-oxoethyl]-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl]methyl}biphenyl-2-carbonitrile, (bromomethyl)cyclopropane (0.42 mL) and N,N-dimethylformamide (7 mL) was added cesium carbonate (0.94 g), and the mixture was stirred at 60° C. for 12 hr. After allowing to cool to room temperature, ethyl acetate and water were added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was successively washed with water and saturated brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to give the title compound as a pale-yellow amorphous solid (0.61 g, 73%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501750B2
Source datasetuspto-grants-2013_08
ORD IDord-5e221629834a4660bd67c4f340469d5f
Source noteuspto-grants-2013_08