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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70541Generated: October 28, 2026

Ethyl Acetate → HCID 58452481, compound

https://huagongshe.com/reaction/70541

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
ReactantCyclopropylboronic acidHCID 2760897—
Reactant6-bromo-3-iodo-2-methoxypyridineHCID 58236100—
CatalystTriphenylphosphineHCID 11776—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 58452481HCID 58452481107.6%

Reaction Conditions

Temperature110 °C

Reaction Steps

Palladium acetate (36 mg) was added to a suspension of 6-bromo-3-iodo-2-methoxypyridine (1.0 g), cyclopropylboronic acid (547 mg), triphenylphosphine (84 mg) and potassium carbonate (1.32 g) in toluene (20 mL) and water (1 mL), and the mixture was stirred at 110° C. for 4.5 hours. Water and ethyl acetate were added to the reaction solution, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=99:1→96:4) to give the title compound as a colorless oil (782 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822503B2
Source datasetuspto-grants-2014_09
ORD IDord-2e60ceeaae754ad39a9869257f0b01eb
Source noteuspto-grants-2014_09