Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485025Generated: October 31, 2026

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

https://huagongshe.com/reaction/1485025

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) was dissolved in 5.0 ml anhydrous THF and cooled down to −78° C. Afterwards was added Triisopropyl borate (0.46 ml; 2.01 mmol) and n-BuLi; 1.6 mol/1 in Hexane; (0.69 ml; 1.11 mmol). It was stirred for 1 hour within the desired product was formed. It was warmed to 25° C. and quenched with water. It was purified with reverse phase chromatography by using basic conditions.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422290B2
Source datasetuspto-grants-2016_08
ORD IDord-b5d864262c184af086b89789a830d98c
Source noteuspto-grants-2016_08