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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 251794Generated: November 1, 2026

Ethyl Acetate → HCID 19703153, compound

https://huagongshe.com/reaction/251794

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant5-BromopyrimidineHCID 78344—
Reactant(4-Bromophenyl)boronic acidHCID 79599—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 19703153HCID 1970315382%

Reaction Conditions

Temperature80 °C

Reaction Steps

5-Bromopyrimidine (954 mg, 6 mmol) and 1.0 g (5.0 mmol) of 4-bromophenylboronic acid were dissolved in 20 ml of N,N-dimethylformamide and 5 ml of water. Tetrakistriphenylphosphine palladium (590 mg, 0.5 mmol) and 830 mg (7.5 mmol) of sodium carbonate were added to the solution, and the mixture was stirred at 80° C. for 2.5 hr. Ethyl acetate (60 ml) and 8.5 ml of water were added to the reaction solution. The mixture was filtered through Celite. The filtrate as an organic layer was washed five times with 30 ml of water. The organic layer was dried over anhydrous sodium sulfate and was filtered. The solvent was then removed by distillation, and the residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=5:1) to give 960 mg (yield 82%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07867980B2
Source datasetuspto-grants-2011_01
ORD IDord-e6ae83d1ac5643149c81a48de9fef1b0
Source noteuspto-grants-2011_01