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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1509529Generated: October 29, 2026

Thionyl Chloride → Ethyl 3-(chloromethyl)imidazo[1,2-a]pyridine-2-carboxylate hydrochloride

https://huagongshe.com/reaction/1509529

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantEthyl 3-(hydroxymethyl)imidazo[1,2-a]pyridine-2-carboxylateHCID 18466901—
SolventChloroformHCID 6212—
ProductEthyl 3-(chloromethyl)imidazo[1,2-a]pyridine-2-carboxylate hydrochlorideHCID 67320957—

Reaction Steps

To a solution of ethyl 3-(hydroxymethyl)imidazo[1,2-a]pyridine-2-carboxylate (2.85 g) in chloroform (40 ml) was added thionyl chloride (8.0 ml) at room temperature, and the mixture was heated under reflux for 12 hr. The reaction solution was cooled to room temperature, and concentrated under reduced pressure. The precipitated crystals were collected by filtration, washed with diethyl ether to give the object product (3.50 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221836B2
Source datasetuspto-grants-2015_12
ORD IDord-0aa06fbf3d0b4de7b6d2d36624b69d27
Source noteuspto-grants-2015_12