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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2361650Generated: October 31, 2026

Triethylamine → 4-Chloro-2-pyridinecarbonitrile

https://huagongshe.com/reaction/2361650

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrifluoroacetic anhydrideHCID 9845—
Reactant4-Chloropyridine-2-carboxamideHCID 303543—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-2-pyridinecarbonitrileHCID 693342—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred solution of 4-chloropyridine-2-carboxamide (150 mg, 0.96 mmol) in THF (5 ml) at −15° C. was added NEt3 (331 μl, 2.40 mmol) followed by TFAA (150 μl, 1.08 mmol). After stirring for 2 hours at 0° C. the reaction was concentrated then diluted with EtOAc (30 ml) and washed with water (2×15 ml), dried (Na2SO4), filtered and concentrated at reduced pressure. The title compound was obtained as white solid (105 mg, 79%) after purification by FCC.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691804B2
Source datasetuspto-grants-2014_04
ORD IDord-6d946f2e950447fbabc309792e23482a
Source noteuspto-grants-2014_04