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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873951Generated: November 4, 2026

Ethanol → Ethyl6-hydroxyindazole-3-carboxylate

https://huagongshe.com/reaction/1873951

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantThionyl ChlorideHCID 24386—
Reactant6-Hydroxy-1H-indazole-3-carboxylic acidHCID 135627084—
ProductEthyl6-hydroxyindazole-3-carboxylateHCID 136205193—

Reaction Conditions

Temperature0 °C

Reaction Steps

Crude product of 6-hydroxyindazole-3-carboxylic acid (1.504 g) which can be prepared according to the method described in Reference example 16, etc. was dissolved in ethanol, cooled to 0° C., and then thionyl chloride (7.6 mL; manufactured by Wako Pure Chemical Industries, Ltd.) was added dropwise thereto. The reaction solution was stirred overnight at 60° C. After cooling to room temperature, disappearance of the reacting material and generation of the target compound was confirmed based on LCMS. The solvent was evaporated under reduced pressure. To the residue, ethanol (50 mL) was added, and to the residue which had been obtained by evaporation of the solvent under reduced pressure, THF (50 mL) was added and the solvent was removed again by evaporation under reduced pressure to obtain the target compound as a crude product (1.457 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304443B2
Source datasetuspto-grants-2012_11
ORD IDord-703dc30effdb46ad97c309d6e7adfddd
Source noteuspto-grants-2012_11