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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 514555Generated: October 31, 2026

Water → 2-[4-[2-[Tert-butyl(dimethyl)silyl]oxyethyl]pyrazol-1-yl]pyridine-4-carbonitrile

https://huagongshe.com/reaction/514555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Chloro-4-cyanopyridineHCID 568638—
Reactant4-(2-((tert-Butyldimethylsilyl)oxy)ethyl)-1H-pyrazoleHCID 86725662—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-[4-[2-[Tert-butyl(dimethyl)silyl]oxyethyl]pyrazol-1-yl]pyridine-4-carbonitrileHCID 8672566136.5%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 2-chloropyridine-4-carbonitrile (1.38 g, 10 mmol), tert-butyl-dimethyl-[2-(1H-pyrazol-4-yl)ethoxy]silane (2.48 lg, 11 mmol) in NMP (30 mL) was stirred for 5 hr at 150° C. Then the reaction mixture was cooled to room temperature and poured into water and extracted with ethyl acetate three times. Organic extracts collected and washed with water twice, brine and dried with anhydrous Na2SO4. It was then concentrated and purified by flash column chromatograph to give the title compound (1.2 g, 36%). [M+H] Calc'd for C17H24N4O3Si, 329. Found, 329.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09107916B2
Source datasetuspto-grants-2015_08
ORD IDord-a6433fa392044945a796a52658906b99
Source noteuspto-grants-2015_08