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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715443Generated: October 30, 2026

Thionyl Chloride → Ethyl 5-chloro-6-(chloromethyl)pyridine-3-carboxylate--hydrogen chloride (1/1)

https://huagongshe.com/reaction/715443

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 89875094HCID 89875094—
SolventDichloromethaneHCID 6344—
ProductEthyl 5-chloro-6-(chloromethyl)pyridine-3-carboxylate--hydrogen chloride (1/1)HCID 71744190193.3%

Reaction Steps

To a solution of ethyl 5-chloro-6-(hydroxymethyl)nicotinate (990 mg, 4.59 mmol, Step-2) in DCM (20 mL) is added thionyl chloride (0.80 mL, 9.2 mmol) at 0° C. After stirring at rt for 2 hours, the solvent is removed in vacuo to give 1.20 g (97% yield) of the title compound as brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187475B2
Source datasetuspto-grants-2015_11
ORD IDord-05701a66edbc459bba2e38445538cce1
Source noteuspto-grants-2015_11