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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023355Generated: October 30, 2026

Imidazole → HCID 67377025, compound

https://huagongshe.com/reaction/1023355

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 67327021HCID 67327021—
SolventDimethylformamideHCID 6228—
ProductHCID 67377025HCID 6737702590.4%

Reaction Steps

To a DMF (50 mL) solution of 6-(4-bromo-2-chloro-6-methylphenoxy)pyridin-3-ol (5.00 g) were added imidazole (1.41 g) and TBDMSCl (2.87 g) at room temperature. After stirring at room temperature for 5 hours, to the reaction mixture was added saturated aqueous NaHCO3, and extracted with AcOEt. The organic layer was washed with water, saturated aqueous NaCl, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (n-hexane/AcOEt=9/1 to 2/1) to give 2-(4-bromo-2-chloro-6-methylphenoxy)-5-{[tert-butyl(dimethyl)silyl]oxy}pyridine as a colorless oil (6.16 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722663B2
Source datasetuspto-grants-2014_05
ORD IDord-e0e5d59484ee40dcb3c36aef3b33f4ef
Source noteuspto-grants-2014_05