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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2169009Generated: November 3, 2026

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

https://huagongshe.com/reaction/2169009

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 numberUS09045436B2
Source datasetuspto-grants-2015_06
ORD IDord-481e1691497a4f258c39ad4deb28c0db
Source noteuspto-grants-2015_06