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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052255Generated: October 29, 2026

Cesium carbonate → N,N-Dimethyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)ethan-1-amine

https://huagongshe.com/reaction/1052255

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2774010—
ReactantN,N-Dimethylaminoethyl chloride hydrochlorideHCID 11636816—
SolventAcetonitrileHCID 6342—
ProductN,N-Dimethyl-2-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)ethan-1-amineHCID 5772283288%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (60.0 mg, 0.309 mmol), β-dimethylaminoethyl chloride hydrochloride (49.0 mg, 0.340 mmol) and cesium carbonate (0.302 g, 0.928 mmol) in acetonitrile (1 mL) was stirred at 90° C. overnight. The reaction mixture was cooled to ambient temperature, quenched with water, and extracted with methylene chloride. The combined organic layers were dried over MgSO4, then filtered and concentrated under reduced pressure to give the desired product (60 mg, 88%). LCMS calculated for C13H25BN3O2 (M+H)+: m/z=266.2. Found: 266.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388185B2
Source datasetuspto-grants-2016_07
ORD IDord-4313058b79b9456d8ee79888b34eed98
Source noteuspto-grants-2016_07