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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70555Generated: October 29, 2026

Anisole → (5R)-5-[(E)-2-(5-bromo-6-methoxypyridin-2-yl)-2-(4-tert-butylphenyl)ethenyl]pyrrolidin-2-one

https://huagongshe.com/reaction/70555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnisoleHCID 7519—
Reactant(5R)-5-[(E)-2-(5-bromo-6-methoxypyridin-2-yl)-2-(4-tert-butylphenyl)ethenyl]-1-(2,4-dimethoxybenzyl)pyrrolidin-2-oneHCID 67397955—
SolventTrifluoroacetic acidHCID 6422—
Product(5R)-5-[(E)-2-(5-bromo-6-methoxypyridin-2-yl)-2-(4-tert-butylphenyl)ethenyl]pyrrolidin-2-oneHCID 58452636—

Reaction Conditions

Temperature70 °C

Reaction Steps

Trifluoroacetic acid (10 mL) and anisole (5 mL) were added to (5R)-5-[(E)-2-(5-bromo-6-methoxypyridin-2-yl)-2-(4-tert-butylphenyl)ethenyl]-1-(2,4-dimethoxybenzyl)pyrrolidin-2-one (950 mg), and the mixture was stirred at 70° C. for five hours. The reaction solution was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1→1:4) to give the title compound as a yellow amorphous (460 mg, 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822503B2
Source datasetuspto-grants-2014_09
ORD IDord-fd21d88dc4d14a0d8ab015c72803c5e2
Source noteuspto-grants-2014_09