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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2247474Generated: October 29, 2026

Ethyl Acrylate → HCID 66960160, compound

https://huagongshe.com/reaction/2247474

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcrylateHCID 8821—
ReactantAmmonium ChlorideHCID 25517—
Reactant5-Bromo-3-methoxy-2-nitropyridineHCID 817774—
Reactant2-(Di-tert-butylphosphino)biphenylHCID 2734215—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 66960160HCID 6696016069%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a DMF (20 mL) solution of 5-bromo-3-methoxy-2-nitropyridine (726 mg) synthesized according to the method described in Acta Chemica Scandinavica vol. 47, p. 805, 1993, ethyl acrylate (0.44 mL), palladium acetate (35 mg), 2-(di-tert-butylphosphino) biphenyl (93 mg) and TEA (0.87 mL) were added, and the reaction solution was agitated at 80° C. for 3 hours. After the reaction solution was allowed to be cooled to room temperature, ethyl acetate and a saturated ammonium chloride solution were added to the reaction solution to separate an organic layer. After the obtained organic layer was dried over anhydrous magnesium sulfate, solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate 2:1), and 787 mg (69%) of (E)-3-(5-methoxy-6-nitropyridin-3-yl)acrylic acid ethyl ester was obtained. The physical properties of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07687640B2
Source datasetuspto-grants-2010_03
ORD IDord-582af2d39f5a462cbe4c887d97658d2e
Source noteuspto-grants-2010_03