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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 876808Generated: October 30, 2026

Ethyl Bromide → 1-Ethyl-1H-pyrazole-4-boronic acid, pinacol ester

https://huagongshe.com/reaction/876808

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl BromideHCID 6332—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2774010—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1-Ethyl-1H-pyrazole-4-boronic acid, pinacol esterHCID 11379045102.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (V-1) (3 g, 15 mmol) in DMF (6 mL) were added bromoethane (3.24 g, 30 mmol) and K2CO3 (4.26 g, 30 mmol). The reaction mixture was stirred at 60° C. overnight, then diluted with EtOAc, washed with water and then brine. The organic layer was separated, then dried over Na2SO4, and concentrated to afford the title compound (3.40 g). MS (m/z): 223 (M+1)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987269B2
Source datasetuspto-grants-2015_03
ORD IDord-c9c365ebf6ac49bd8a1eb44d2fd8032c
Source noteuspto-grants-2015_03