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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 34128Generated: October 25, 2026

Sodium Hydroxide → 5-Bromo-6-fluoro-1H-indazole

https://huagongshe.com/reaction/34128

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-(5-bromo-6-fluoro-1H-indazol-1-yl)ethanoneHCID 59694475—
SolventHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product5-Bromo-6-fluoro-1H-indazoleHCID 4686392388.7%

Reaction Steps

To a solution of 22.5 g of 1-(5-bromo-6-fluoro-indazol-1-yl)ethanone in 250 mL of ethanol was added 20.0 mL of 5N sodium hydroxide aqueous solution at room temperature, and stirred at this temperature for 5 minutes. After neutralizing in 5N hydrochloric acid aqueous solution, the solution was diluted with ethyl acetate. The organic layer was successively washed with water and saturated brine, dried over anhydrous magnesium sulfate, and then the solvent was evaporated. The residue was purified and separated by silica gel column chromatography (ethyl acetate:n-hexane=1:3), to afford 16.7 g of the title compound as pale brown crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429609B2
Source datasetuspto-grants-2008_09
ORD IDord-e7a4bb382256414d8ae1d3d86285d24e
Source noteuspto-grants-2008_09