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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57526Generated: October 25, 2026

Sodium hydride → 1-(2-Methoxyethyl)-1H-pyrazole-4-boronic acid, pinacol ester

https://huagongshe.com/reaction/57526

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Bromoethyl methyl etherHCID 80972—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2774010—
SolventTetrahydrofuranHCID 8028—
Product1-(2-Methoxyethyl)-1H-pyrazole-4-boronic acid, pinacol esterHCID 11230491—

Reaction Steps

A mixture of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (200 mg, 1.03 mmol), 1-bromo-2-methoxyethane (280 mg, 2.01 mmol), and NaH (200 mg, 4 mmol) in THF (15 mL) was stirred at reflux for 24 hours, cooled to the ambient temperature, and concentrated in vacuo. The residue was treated with HCl(aq) and extracted with EtOAc. The insoluble solid was removed by filtration, and the organic solution was concentrated to give the title compound. MS (m/z): 253 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434726B2
Source datasetuspto-grants-2016_09
ORD IDord-2910dcc4677c4e7985ca0045b2de53aa
Source noteuspto-grants-2016_09