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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1639763Generated: November 2, 2026

Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1) → 4-Bromo-2-methyl-2H-indazole

https://huagongshe.com/reaction/1639763

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 2735153—
Reactant4-bromo-1H-indazoleHCID 22352548—
SolventEthyl AcetateHCID 8857—
Product4-Bromo-2-methyl-2H-indazoleHCID 2255903195.2%

Reaction Steps

To a solution of 4-bromo-1H-indazole (2.24 g, 11.4 mmol) in ethyl acetate (110 mL) was added trimethyloxonium tetrafluoroborate (2.19 g, 14.8 mmol) at room temperature, and the mixture was stirred for 3 hr. The reaction solution was diluted with ethyl acetate, washed with aqueous sodium hydrogen carbonate solution and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=10/90→40/60) to give the title compound (2.29 g, yield 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110585B2
Source datasetuspto-grants-2012_02
ORD IDord-c01811fb97ed44e7b82c931aae8cf18b
Source noteuspto-grants-2012_02