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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2067097Generated: October 31, 2026

Dimethylformamide → 2-Fluoropyridine-3-carbonyl chloride

https://huagongshe.com/reaction/2067097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant2-Fluoronicotinic acidHCID 96089—
SolventDichloromethaneHCID 6344—
Product2-Fluoropyridine-3-carbonyl chlorideHCID 21959582—

Reaction Steps

2-Fluoropyridine-3-carboxylic acid (5.02 g, 35.6 mmol) was suspended in dichloromethane (100 mL), treated with thionyl chloride (13.0 mL, 178 mmol, 5 equiv) and N,N-dimethylformamide (0.138 mL, 1.78 mmol, 0.05 equiv) and placed into a preheated oil bath at 45° C. for 2 hours. The mixture was cooled to ambient temperature, concentrated in vacuo and the residue was concentrated from toluene (2×50 mL), providing the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08293744B2
Source datasetuspto-grants-2012_10
ORD IDord-0684152281c747bbbb5c43a68e15066d
Source noteuspto-grants-2012_10