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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2235797Generated: November 1, 2026

Water → (E)-N-[3-(2-bromophenyl)-2-oxopiperidin-1-yl]-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylamide

https://huagongshe.com/reaction/2235797

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—
Reactant1-Amino-3-(2-bromophenyl)piperidin-2-oneHCID 66838998—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(E)-N-[3-(2-bromophenyl)-2-oxopiperidin-1-yl]-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylamideHCID 6683946357.3%

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-bromophenyl)piperidin-2-one (1.26 g) and TEA (1.1 mL) in DMF (20 mL), and the reaction solution was stirred at room temperature for three hours. Water and ethyl acetate were added to the reaction mixture, and the organic layer was separated. The resulting organic layer 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 1.130 g of the title compound. The property values of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07713993B2
Source datasetuspto-grants-2010_05
ORD IDord-7e040cf430c04c24b0d81dd956f2ff3c
Source noteuspto-grants-2010_05