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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1889426Generated: November 3, 2026

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

https://huagongshe.com/reaction/1889426

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Bromo-1-(4-fluorophenyl)ethan-1-oneHCID 96749—
Reactant4'-[(6-ethyl-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl)methyl]biphenyl-2-carbonitrileHCID 59351770—
SolventDimethylformamideHCID 6228—
Product4'-{[6-ethyl-3-[2-(4-fluorophenyl)-2-oxoethyl]-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl]methyl}biphenyl-2-carbonitrileHCID 5935165369.1%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 4′-[(6-ethyl-2,4-dioxo-3,4-dihydrothieno[2,3-d]pyrimidin-1(2H)-yl)methyl]biphenyl-2-carbonitrile (1.50 g), 2-bromo-1-(4-fluorophenyl)ethanone (1.01 g) in DMF (50 ml) was added under ice-cooling 60% sodium hydride (0.093 g) and the mixture was stirred at 70° C. for 1 hr. The solvent was concentrated, water was added, and the mixture was extracted with ethyl acetate and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. Silica gel column chromatography gave the title compound as a colorless solid (1.40 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501750B2
Source datasetuspto-grants-2013_08
ORD IDord-32f7f0e54360454788fe463182d7e039
Source noteuspto-grants-2013_08