Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844187Generated: October 31, 2026

Hydrochloric Acid → 8-[(3-Fluoropyridin-2-yl)methoxy]-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid hydrochloride

https://huagongshe.com/reaction/1844187

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium HydroxideHCID 3939—
ReactantEthyl 8-[(3-fluoropyridin-2-yl)methoxy]-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylateHCID 86718213—
SolventMeOH tetrahydrofuranHCID 21899815—
Product8-[(3-Fluoropyridin-2-yl)methoxy]-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylic acid hydrochlorideHCID 86718214—

Reaction Conditions

Temperature40 °C

Reaction Steps

24.06 g (70.1 mmol) of ethyl 8-[(3-fluoropyridin-2-yl)methoxy]-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate from Example 120A were initially charged in 1.5 l of THF/methanol (5:1), 350.4 ml (350.4 mmol) of 1 N aqueous lithium hydroxide solution were added and the reaction mixture was stirred at 40° C. for 2.5 h. After cooling, the pH was adjusted to about 4 using 1 N aqueous hydrochloric acid and the solution was freed from THF/methanol under reduced pressure. The residue was cooled and the precipitated solid was filtered off and dried under reduced pressure. This gave 22.27 g (100% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946215B2
Source datasetuspto-grants-2015_02
ORD IDord-a95782f87f71400b9cc7e1ee09359257
Source noteuspto-grants-2015_02