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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1446653Generated: November 1, 2026

Imidazole → 5-tert-Butyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2H-pyrazol-3-ylamine

https://huagongshe.com/reaction/1446653

Reaction equation

Participants

RoleNameHCIDCharge
ReactantImidazoleHCID 795—
ReactantEthyl AcetateHCID 8857—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Reactant2-(5-amino-3-tert-butyl-1H-pyrazol-1-yl)ethan-1-olHCID 16227877—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product5-tert-Butyl-2-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-2H-pyrazol-3-ylamineHCID 6854654499%

Reaction Steps

To 2-(5-amino-3-tert-butyl-pyrazol-1-yl)-ethanol (3.42 g, 0.019 mol), add TBDMSCl (3.38 g, 1.2 equiv.) and imidazole (3.18 g, 2.5 equiv.) in DMF (7 mL) and stir overnight at room temperature under N2. Dilute the reaction with ethyl acetate and water. Wash the organic layer with water then saturated aqueous saturated sodium chloride and then dry over magnesium sulfate, filter, and concentrate in vacuo to give a solid (5.5 g, 99%) which is used without further purification. MS (ES), m/z 298 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666879B2
Source datasetuspto-grants-2010_02
ORD IDord-e8707c278882408c8510530b8dd68d62
Source noteuspto-grants-2010_02