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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 927238Generated: November 1, 2026

Ethyl Bromide → 4-[3-ethyl-2,5-dioxo-1-[3-(trifluoromethyl)phenyl]-6,7-dihydro-4H-cyclopenta[d]pyrimidin-4-yl]-3-methylsulfonylbenzonitrile

https://huagongshe.com/reaction/927238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
ReactantCesium carbonateHCID 10796—
Reactant4-(2,5-Dioxo-1-(3-(trifluoromethyl)phenyl)-2,3,4,5,6,7-hexahydro-1H-cyclopentapyrimidin-4-yl)-3-(methylsulfonyl)benzonitrileHCID 90310795—
SolventDimethylformamideHCID 6228—
Product4-[3-ethyl-2,5-dioxo-1-[3-(trifluoromethyl)phenyl]-6,7-dihydro-4H-cyclopenta[d]pyrimidin-4-yl]-3-methylsulfonylbenzonitrileHCID 90311037—

Reaction Steps

Bromoethane (20 μL, 0.27 mmol) is added to a solution of 4-(2,5-dioxo-1-(3-(trifluoro-methyl)phenyl)-2,3,4,5,6,7-hexahydro-1H-cyclopenta[d]pyrimidin-4-yl)-3-(methyl-sulfonyl)benzonitrile (example 10, 60 mg, 0.11 mmol based on 90% purity) and cesium carbonate (74 mg, 0.23 mmol) in N,N-dimethylformamide (2.0 mL). The mixture is stirred at room temperature over night and purified by reversed phase HPLC (Waters SunFire™-C18, gradient of acetonitrile in water, 0.1% TFA). Yield: 23 mg; ESI mass spectrum [M+H]+=504; Retention time HPLC: 0.86 min (005_CA01).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09290459B1
Source datasetuspto-grants-2016_03
ORD IDord-c65a51317cfe43ab808a38ea5c8f6dc7
Source noteuspto-grants-2016_03