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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 599541Generated: October 26, 2026

Diisopropylethylamine → 2-(4-fluorophenyl)-1-methoxycarbonyl-2-oxoethyl (E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylate

https://huagongshe.com/reaction/599541

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantMethyl 2-chloro-3-(4-fluorophenyl)-3-oxopropionateHCID 58752226—
Reactant(E)-3-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]acrylic acidHCID 59528030—
ReactantSodium bicarbonate waterHCID 86585896—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2-(4-fluorophenyl)-1-methoxycarbonyl-2-oxoethyl (E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylateHCID 8661514145.2%

Reaction Steps

IPEA (3 mL) was added to a solution of (E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylic acid (1 g) and methyl 2-chloro-3-(4-fluorophenyl)-3-oxopropionate (CAS #160727-96-8, 1.1 g) in DMF (10 mL), and the reaction solution was stirred at room temperature for two hours. Ethyl acetate and saturated sodium bicarbonate water were added to the reaction solution, and the organic layer was separated. The resulting organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (carrier: Chromatorex™ NH; elution solvent: ethyl acetate→ethyl acetate:methanol=5:1) to obtain 792 mg of the title compound. The property values of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07897632B2
Source datasetuspto-grants-2011_03
ORD IDord-99955d29f72d45fe8c758cd5564a7717
Source noteuspto-grants-2011_03