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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1009458Generated: October 30, 2026

Water → (2E)-N-[3-(2-Bromo-4-fluorophenyl)-2-oxo-1-piperidinyl]-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-2-propenamide

https://huagongshe.com/reaction/1009458

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBis(2-oxo-3-oxazolidinyl)phosphinic chlorideHCID 152842—
Reactant(E)-3-[3-methoxy-4-(4-methylimidazol-1-yl)phenyl]acrylic acidHCID 59528030—
ReactantHCID 66839548HCID 66839548—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(2E)-N-[3-(2-Bromo-4-fluorophenyl)-2-oxo-1-piperidinyl]-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-2-propenamideHCID 6683942146.7%

Reaction Steps

BOPCl (1.48 g) was added to a suspension of (E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylic acid (1.0 g), 1-amino-3-(2-bromo-4-fluorophenyl)piperidin-2-one (1.15 g) and TEA (1.1 mL) in DMF (20 mL), and the reaction solution was stirred at room temperature overnight. Water and ethyl acetate were added to the reaction mixture, and the organic layer was separated. The resulting organic layer was washed with saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (carrier: Chromatorex NH; elution solvent: ethyl acetate-methanol system) to obtain 953 mg of the title compound. The property values of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07973033B2
Source datasetuspto-grants-2011_07
ORD IDord-0a0605478a664fe282ff70272913a167
Source noteuspto-grants-2011_07