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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2401632Generated: October 31, 2026

Hydrochloric Acid → 6-Chloro-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylic acid

https://huagongshe.com/reaction/2401632

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl 6-chloro-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylateHCID 86717878—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product6-Chloro-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylic acidHCID 86717879—

Reaction Steps

44 g of ethyl 6-chloro-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carboxylate (Example 15A; 115.5 mmol, 1 equivalent) were dissolved in 550 ml of THF and 700 ml of methanol, 13.8 g of lithium hydroxide (dissolved in 150 ml of water; 577 mmol, 5 equivalents) were added and the mixture was stirred at RT overnight. 1 N aqueous hydrochloric acid was added to the reaction mixture, and the mixture was concentrated. The solid obtained was filtered off and washed with water. This gave 34 g of the title compound (84% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08796305B2
Source datasetuspto-grants-2014_08
ORD IDord-4ffed0376cfc4380b174bb4c5ab00d78
Source noteuspto-grants-2014_08