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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1505448Generated: November 1, 2026

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

https://huagongshe.com/reaction/1505448

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 were added to a suspension of 46.2 g (264.66 mmol) of 2-chloro-5-fluoronicotinamide in dichloromethane (783 ml), and the mixture was cooled to 0° C. With stirring, 41.12 ml (291.13 mmol) of trifluoroacetic anhydride were then slowly added dropwise, and the mixture was stirred at 0° C. for another 1.5 h. The reaction solution was then washed twice with saturated aqueous sodium bicarbonate solution (391 ml each), dried and concentrated under reduced pressure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216978B2
Source datasetuspto-grants-2015_12
ORD IDord-6d86a521e6d0413fa0c445092922045f
Source noteuspto-grants-2015_12