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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 993033Generated: October 31, 2026

Pyridine → 4-(tert-Butyldimethylsilyloxymethyl)-1-(3,4,5-trimethoxyphenyl)imidazole

https://huagongshe.com/reaction/993033

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
Reactant3,4,5-Trimethoxybenzeneboronic acidHCID 2734390—
ReactantHCID 178455170HCID 178455170—
CatalystHCID 178476681HCID 178476681—
SolventDichloromethaneHCID 6344—
Product4-(tert-Butyldimethylsilyloxymethyl)-1-(3,4,5-trimethoxyphenyl)imidazoleHCID 18408538—

Reaction Steps

3,4,5-Trimethoxyphenylboronic acid (1.56 g) and 4-(tert-butyldimethylsilyloxymethyl)imidazole (1.26 g) were dissolved in dichloromethane (10 mL), and to the solution pyridine (562 mg) was added. Bisacetoxycopper (1.29 g) was then added to the mixture, and the mixture was stirred overnight at room temperature under an argon atmosphere. The reaction mixture was concentrated under reduced pressure, and the residue was diluted with ethyl acetate, washed with water and saturated brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (chloroform:methanol=50:1) to obtain the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06472386B1
Source datasetuspto-grants-2002_10
ORD IDord-a4f82d4826da4af3bac4a796656eee5b
Source noteuspto-grants-2002_10