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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536476Generated: October 29, 2026

Triethylamine → 2-Chloro-5-fluoropyridine-3-carbonitrile

https://huagongshe.com/reaction/536476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrifluoroacetic anhydrideHCID 9845—
Reactant2-Chloro-5-fluoropyridine-3-carboxamideHCID 12629796—
SolventDichloromethaneHCID 6344—
Product2-Chloro-5-fluoropyridine-3-carbonitrileHCID 23110851—

Reaction Conditions

Temperature0 °C

Reaction Steps

81.2 ml (582.25 mmol) of triethylamine was added to a suspension of 46.2 g (264.66 mmol) of 2-chloro-5-fluoronicotinamide in dichloromethane (783 ml) and cooled to 0° C. While stirring, 41.12 ml (291.13 mmol) of trifluoroacetic acid anhydride was slowly added dropwise and stirred for a further 1.5 h at 0° C. The reaction solution was then washed twice with saturated aqueous sodium hydrogen carbonate solution (391 ml each time), dried and concentrated by vacuum evaporation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08859569B2
Source datasetuspto-grants-2014_10
ORD IDord-9f1ee4999b1e41029805d4fc7eb963d2
Source noteuspto-grants-2014_10