Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 428137Generated: October 26, 2026

Acetic Anhydride → 3-[2-[[(E)-3-(3-pyridyl)-acryloyl]amino]ethyl]phenyl acetate

https://huagongshe.com/reaction/428137

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantEthyl AcetateHCID 8857—
Reactant(E)-N-(3-hydroxyphenethyl)-3-(3-pyridyl)-2-propenoic acid amideHCID 23067308—
SolventPyridineHCID 1049—
Product3-[2-[[(E)-3-(3-pyridyl)-acryloyl]amino]ethyl]phenyl acetateHCID 2070132082.6%

Reaction Steps

(E)-N-(3-hydroxyphenethyl)-3-(3-pyridyl)-2-propenoic acid amide (600 mg, 2.24 mmol) obtained in Example 81 was dissolved in pyridine (4.0 ml) and acetic anhydride (0.40 ml, 4.24 mmol) was added under ice-cooling and stirred at room temperature for 1.5 hours. Ethyl acetate was added to the reaction mixture and the mixture was washed with water and dried over magnesium sulfate. The solvent was distilled out under reduced pressure, and the residue was purified by silica gel column chromatography (methanol:dichloromethane=1:30) and recrystallized to yield the titled compound (574 mg, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06313153B1
Source datasetuspto-grants-2001_11
ORD IDord-075f229fb7b94fd3b94221b027df1634
Source noteuspto-grants-2001_11