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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 340440Generated: October 26, 2026

Triphenylphosphine → 6-Chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile

https://huagongshe.com/reaction/340440

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantChlorosuccinimideHCID 31398—
Reactant5-Fluoro-6-oxo-2-(quinolin-6-ylamino)-1,6-dihydropyridin-3-carbonitrileHCID 68606351—
Solvent1,4-DioxaneHCID 31275—
Product6-Chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrileHCID 8668384984.1%

Reaction Steps

A 1,4-dioxane (100 ml) solution containing N-chlorosuccinimide (4.15 g) was added dropwise to a 1,4-dioxane (50 ml) solution containing triphenylphosphine (8.58 g) at 50° C., followed by stirring for 30 minutes. 5-fluoro-6-oxo-2-(quinolin-6-ylamino)-1,6-dihydropyridin-3-carbonitrile (2.61 g) was added to the reaction mixture, followed by stirring at 70° C. for 3 hours. The reaction mixture was cooled to room temperature. Then solid matter was collected by filtration and was washed with tetrahydrofuran, and a gray solid of 6-chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile (2.34 g) was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08895585B2
Source datasetuspto-grants-2014_11
ORD IDord-cd0ba520cade43dd9705bd958faa96f6
Source noteuspto-grants-2014_11