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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1639769Generated: October 30, 2026

Oxonium, triethyl-, hexafluorophosphate(1-) (1:1) → methyl 5-bromo-2-ethyl-2H-indazole-4-carboxylate

https://huagongshe.com/reaction/1639769

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxonium, triethyl-, hexafluorophosphate(1-) (1:1)HCID 167684—
ReactantMethyl 5-bromo-1H-indazole-4-carboxylateHCID 59145907—
SolventEthyl AcetateHCID 8857—
SolventSodium BicarbonateHCID 516892—
Productmethyl 5-bromo-2-ethyl-2H-indazole-4-carboxylateHCID 5933453591.5%

Reaction Steps

To a solution of methyl 5-bromo-1H-indazole-4-carboxylate (2.00 g, 7.84 mmol) in ethyl acetate (80 mL) was added triethyloxonium hexafluorophosphate (2.92 g, 11.8 mmol), and the mixture was stirred under nitrogen atmosphere at room temperature for 15 hr. The reaction solution was diluted with ethyl acetate, saturated aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, ethyl acetate/hexane=5/95→50/50) to give the title compound (2.03 g, yield 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08110585B2
Source datasetuspto-grants-2012_02
ORD IDord-8e04857c7a53444f9c0009e3ecc11411
Source noteuspto-grants-2012_02