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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 353102Generated: October 30, 2026

Imidazole → HCID 21877099, compound

https://huagongshe.com/reaction/353102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantHCID 10274527HCID 10274527—
SolventDimethylformamideHCID 6228—
ProductHCID 21877099HCID 2187709972.9%

Reaction Conditions

Temperature20 °C

Reaction Steps

A solution of 2-{4-[(3,5-dibromophenyl)sulfanyl]-3,5-diethyl-1H-pyrazol-1-yl}ethanol (1.3 g, 3 mmol) (Example 93) in dimethylformamide (3 ml) was treated with imidazole (270 mg, 4 mmol) and tert-butyl(chloro)dimethylsilane (500 mg, 3.3 mmol) and stirred at 20° C. for 15 hours. The mixture was partitioned between diethyl ether (70 ml) and citric acid solution (5% weight:volume in water, 150 ml). The aqueous layer was further extracted with diethyl ether (70 ml) and the combined organic layers were washed with brine (2×70 ml), dried over magnesium sulphate, filtered and concentrated under reduced pressure. The crude product was purified by flash chromatography on silica gel eluting with pentane:dichloromethane (1:1, by volume) to provide the title compound (1.2 g) as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06750230B2
Source datasetuspto-grants-2004_06
ORD IDord-ee566148012346f1bc3d1aacc894d9b5
Source noteuspto-grants-2004_06