Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79475Generated: October 27, 2026

Thionyl Chloride → 2-(Chloromethyl)-5-fluoropyridine hydrochloride

https://huagongshe.com/reaction/79475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(5-Fluoropyridin-2-yl)methanolHCID 24729312—
SolventDichloromethaneHCID 6344—
Product2-(Chloromethyl)-5-fluoropyridine hydrochlorideHCID 5743167578%

Reaction Steps

To (5-fluoropyridin-2-yl)methanol (10.6 g, 83.39 mmol) in DCM (166 mL) was added thionyl chloride (12.17 mL, 166.8 mmol) dropwise. The mixture was allowed to stir at ambient temperature for 18 hours. The mixture was concentrated under reduced pressure to afford 2-(chloromethyl)-5-fluoropyridine hydrochloride (11.8 g, 78% yield) as white solids.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08841455B2
Source datasetuspto-grants-2014_09
ORD IDord-ce4d80580a8c4e79b45a0e6077192d69
Source noteuspto-grants-2014_09