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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2090444Generated: November 3, 2026

Cesium carbonate → 1-(2-Methoxyethyl)-1H-pyrazole-4-boronic acid, pinacol ester

https://huagongshe.com/reaction/2090444

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant2-Bromoethyl methyl etherHCID 80972—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2774010—
SolventAcetonitrileHCID 6342—
Product1-(2-Methoxyethyl)-1H-pyrazole-4-boronic acid, pinacol esterHCID 11230491—

Reaction Steps

A mixture of [A] 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (100 mg, 0.5 mmol), 2-bromoethyl methyl ether (58 uL, 0.62 mmol, Aldrich, Cat. No. 238155), and cesium carbonate (500.0 mg, 1.5 mmol) in acetonitrile (1 mL) was stirred at 90° C. overnight. After cooling it was quenched with water, extracted with ethyl acetate. The extract was washed with water twice, brine once; dried over Na2SO4. After filtration the filtrate was concentrated to yield 90 mg of the product. LCMS (M+H)+: m/z=253.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436008B2
Source datasetuspto-grants-2013_05
ORD IDord-5d38d8c8493940958814448e6a3bd9f1
Source noteuspto-grants-2013_05