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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2089246Generated: October 31, 2026

Trifluoroacetic anhydride → 2-Chloro-5-(trifluoromethyl)nicotinonitrile

https://huagongshe.com/reaction/2089246

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic anhydrideHCID 9845—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Chloro-5-(trifluoromethyl)nicotinamideHCID 73425014—
SolventDichloromethaneHCID 6344—
Product2-Chloro-5-(trifluoromethyl)nicotinonitrileHCID 20071599—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 2-chloro-5-(trifluoromethyl)nicotinamide (as prepared in the previous step, 788 mg, 3.51 mmol) in dry DCM was added TEA (1.1 mL, 7.89 mmol). After cooling to 0° C. under argon, trifluoroacetic anhydride (0.54 mL, 3.88 mmol) was added dropwise. After stirring for 1.5 hours at 0° C., DCM (30 mL) and saturated aqueous sodium bicarbonate were introduced. The organic layer was removed and concentrated in vacuo. The resulting residue was purified by flash chromatography (silica gel, DCM) to afford the product as a tan solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436023B2
Source datasetuspto-grants-2013_05
ORD IDord-748b7e15e1e9435ba4bbb6c7f73524cb
Source noteuspto-grants-2013_05