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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1486242Generated: November 4, 2026

Hydrochloric Acid → 2,5-Dimethyl-7-[(2,3,6-trifluorobenzyl)oxy]pyrazolo[1,5-a]pyridine-3-carboxylic Acid

https://huagongshe.com/reaction/1486242

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantEthyl 2,5-dimethyl-7-[(2,3,6-trifluorobenzyl)oxy]pyrazolo[1,5-a]pyridine-3-carboxylateHCID 117859763—
Solvent1,4-DioxaneHCID 31275—
Product2,5-Dimethyl-7-[(2,3,6-trifluorobenzyl)oxy]pyrazolo[1,5-a]pyridine-3-carboxylic AcidHCID 11785972456.5%

Reaction Conditions

Temperature90 °C

Reaction Steps

700 mg (1.81 mmol) of ethyl 2,5-dimethyl-7-[(2,3,6-trifluorobenzyl)oxy]pyrazolo[1,5-a]pyridine-3-carboxylate from Example 9A were initially charged in 18 ml of dioxane and heated to 90° C. 4.5 ml of dioxane and 7.25 ml (14.50 mmol) of 2 N aqueous sodium hydroxide solution were added, and the reaction mixture was stirred at 90° C. for two days. Another 3.63 ml (7.26 mmol) of 2 N aqueous sodium hydroxide solution were added and the mixture was stirred at 90° C. for a further 2 hours. The reaction solution was admixed with 15 ml of 1 N aqueous hydrochloric acid and stirred for 30 min. In the course of this, solids precipitated out. This suspension was filtered, and the solids filtered off were washed with a little water and dried under high vacuum. 358 mg of the target compound were obtained (54% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422285B2
Source datasetuspto-grants-2016_08
ORD IDord-3fb8a36956fe4c0e886dba200e01f033
Source noteuspto-grants-2016_08