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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486305Generated: November 3, 2026

Sodium Hydroxide → 7-Benzyloxy-2,5-dimethylpyrazolo[1,5-a]pyridine-3-carboxylic Acid

https://huagongshe.com/reaction/1486305

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 7-(benzyloxy)-2,5-dimethylpyrazolo[1,5-a]pyridine-3-carboxylateHCID 117859771—
Solvent1,4-DioxaneHCID 31275—
Product7-Benzyloxy-2,5-dimethylpyrazolo[1,5-a]pyridine-3-carboxylic AcidHCID 11785952172%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 390 mg (1.13 mmol) of 7-benzyloxy-2,5-dimethylpyrazolo[1,5-a]pyridine-3-carboxylic acid ethyl ester (Example 7A) in 6 ml of 1,4-dioxane was admixed with 4 ml of 2 M sodium hydroxide solution. The mixture was stirred at 100° C. for a further 18 hours. The reaction mixture was cooled under reduced pressure and then concentrated under reduced pressure. The residue was admixed with acetonitrile (10 ml) and water (2 ml), followed by 2 ml of trifluoroacetic acid, which was added dropwise. The resulting precipitate was filtered off and dried under reduced pressure, which gave 262 mg (72% yield, 92% pure) of the target compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422285B2
Source datasetuspto-grants-2016_08
ORD IDord-b9bad5c557f24de7929fe575e62fe082
Source noteuspto-grants-2016_08