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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 589039Generated: October 29, 2026

Chlorosuccinimide → 4-chloro-1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

https://huagongshe.com/reaction/589039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 4912908—
SolventTetrahydrofuranHCID 8028—
Product4-chloro-1-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 75525667—

Reaction Conditions

Temperature70 °C

Reaction Steps

A mixture of 1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (1.3 g, 6.3 mmol), N-chlorosuccinimide (0.93 g, 7.0 mmol) and THF (6.6 mL) was stirred at 70° C. for 3 h. The mixture was extracted with EtOAc, dried and concentrated under reduced pressure. The sub-title compound was purified by chromatography on silica gel using 40% EtOAc in hexanes gave the desired compound, 1.456 g, 95%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227985B2
Source datasetuspto-grants-2016_01
ORD IDord-e93378eb66b24210b1a01990076d660a
Source noteuspto-grants-2016_01