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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2385095Generated: October 31, 2026

Thionyl Chloride → HCID 67358175, compound

https://huagongshe.com/reaction/2385095

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(3,5-Difluoropyridin-2-YL)methanolHCID 53414314—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
ProductHCID 67358175HCID 6735817585.5%

Reaction Steps

To a solution of (3,5-difluoropyridin-2-yl)methanol (Almedia et al., WO 08/117,050) (2.15 g, 14.8 mmol) in dichloromethane (20 mL) at 0° C. was added N,N-dimethylformamide (2 drops) and thionyl chloride (2.0 mL, 27 mmol). The solution was stirred at ambient temperature for 1 h and concentrated in vacuo to afford 2-(chloromethyl)-3,5-difluoropyridine hydrochloride (2.31 g, 78%) as a brown oil: Rf=0.71 (EtOAc/Hexanes, 1/1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263606B2
Source datasetuspto-grants-2012_09
ORD IDord-f1722a5202de42b78b3807b2850185a6
Source noteuspto-grants-2012_09