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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2383989Generated: November 1, 2026

Ethyl bromoacetate → Ethyl {[6-cyano-6-(4-methoxydibenzo[b,d]furan-1-yl)-2-methyl-5,6,7,8-tetrahydro quinazolin-4-yl]oxy}acetate

https://huagongshe.com/reaction/2383989

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantCesium carbonateHCID 10796—
Reactant6-(4-Methoxydibenzo[b,d]furan-1-yl)-2-methyl-4-oxo-3,4,5,6,7,8-hexahydroquinazoline-6-carbonitrileHCID 135620491—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductEthyl {[6-cyano-6-(4-methoxydibenzo[b,d]furan-1-yl)-2-methyl-5,6,7,8-tetrahydro quinazolin-4-yl]oxy}acetateHCID 24804611—

Reaction Steps

To a solution of the compound obtained in example 21 (150 mg, 1.76 mmles) in dry DMF (5 ml) was added ethylbromoacetate (322.3 mg, 1.93 mmol) and cesium carbonate (688 mg, 2.11 mmol). The reaction mass was stirred at room temperature for 1 hr, diluted with water and extracted with ethyl acetate. The organic layer was washed with water followed by brine and dried over sodium sulfate and concentrated under vacuum. The crude product was purified by column chromatography to get both pure compounds.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263648B2
Source datasetuspto-grants-2012_09
ORD IDord-9059a38c5f844c03b8cf23c6b9fb767b
Source noteuspto-grants-2012_09