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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 931024Generated: October 29, 2026

Hydrochloric Acid → 5-Methylpyrazolo[1,5-a]pyridine-3-carboxylic acid

https://huagongshe.com/reaction/931024

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 5-methylpyrazolo[1,5-a]pyridine-3-carboxylateHCID 19770961—
SolventTetrahydrofuran ethanolHCID 21873804—
Product5-Methylpyrazolo[1,5-a]pyridine-3-carboxylic acidHCID 1977095189.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of ethyl 5-methylpyrazolo[1,5-a]pyridine-3-carboxylate (2.73 g) in THF/EtOH (30/15 mL) was added 1N aqueous sodium hydroxide solution (20 mL), and the mixture was stirred at 80° C. for 4 hr. To the reaction mixture was added 1N hydrochloric acid at 0° C., and the mixture was extracted with THF/EtOAc. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was washed with cooled hexane/IPE to give the title compound (2.11 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09296746B2
Source datasetuspto-grants-2016_03
ORD IDord-990ffdf512f040119163ed0bc3fa89c5
Source noteuspto-grants-2016_03