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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778202Generated: November 1, 2026

Triisopropyl borate → (5-benzyl-1-methyl-1H-pyrazol-4-yl)boronic acid

https://huagongshe.com/reaction/1778202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriisopropyl borateHCID 21531—
Reactant5-Benzyl-4-bromo-1-methyl-1H-pyrazoleHCID 86718547—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product(5-benzyl-1-methyl-1H-pyrazol-4-yl)boronic acidHCID 8671854839%

Reaction Conditions

Temperature-78 °C

Reaction Steps

5-Benzyl-4-bromo-1-methyl-1H-pyrazole (0.27 g; 1.06 mmol) is dissolved in 5.0 ml anhydrous THF and cooled down to −78° C. Afterwards triisopropyl borate (0.46 ml; 2.01 mmol) and n-BuLi; 1.6 mol/l in Hexane; (0.69 ml; 1.11 mmol) are added. It is stirred for 1 hour within the desired product is formed. It is warmed to 25° C. and quenched with water. It is purified with reverse phase chromatography by using basic conditions.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266891B2
Source datasetuspto-grants-2016_02
ORD IDord-b3a39b6708e545159593533c6824bbd3
Source noteuspto-grants-2016_02