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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1260021Generated: October 29, 2026

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

https://huagongshe.com/reaction/1260021

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 numberUS08466282B2
Source datasetuspto-grants-2013_06
ORD IDord-d1b6262a9675433193d90ba5018731c5
Source noteuspto-grants-2013_06