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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2289619Generated: October 30, 2026

Imidazole → 2(1H)-Pyridinone, 4-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-

https://huagongshe.com/reaction/2289619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant4-(Hydroxymethyl)pyridin-2(1H)-oneHCID 11094610—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product2(1H)-Pyridinone, 4-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-HCID 11042822—

Reaction Steps

4-Hydroxymethyl-1H-pyridin-2-one from Step 1 (1.3 g, 10.5 mmol) was dissolved in DMF. t-Butyl dimethylsilyl chloride (12.6 mmol, 1.9 g) and imidazole (12.6 mmol, 858 mg) were added and the reaction was stirred for 16 hours. The reaction mixture was diluted with EtOAc and washed with H2O (2x) and brine. The organic layer was dried (MgSO4), filtered and concentrated to yield a yellow oil Flash chromatography (EtOAC) yielded 4-(tert-butyldimethylsilyloxy-methyl)-1H-pyridin-2-one as an off white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06093737
Source datasetuspto-grants-2000_07
ORD IDord-dc29b60a216947a6960c93e824d181af
Source noteuspto-grants-2000_07