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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499106Generated: October 31, 2026

3-Chloro-4-(pyridin-2-ylsulfanyl)aniline → 4-[3-Chloro-4-(pyridin-2-ylsulfanyl)-phenylamino]-7-fluoro-6-methoxyquinoline-3-carbonitrile

https://huagongshe.com/reaction/499106

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chloro-4-(pyridin-2-ylsulfanyl)anilineHCID 1506604—
ReactantPyridinium chlorideHCID 10176127—
Reactant4-Chloro-7-fluoro-6-methoxy-3-quinolinecarbonitrileHCID 12150703—
SolventGlycol monoethyl etherHCID 8076—
Product4-[3-Chloro-4-(pyridin-2-ylsulfanyl)-phenylamino]-7-fluoro-6-methoxyquinoline-3-carbonitrileHCID 68460653—

Reaction Steps

Following the procedure of Example 1, a mixture of 635.4 mg (2.68 mmol) 4-chloro-7-fluoro-6-methoxy-quinoline-3-carbonitrile, 642.1 mg (2.81 mmol) of 3-chloro-4-(pyridin-2-ylsulfanyl)-phenylamine and 309.8 mg (2.68 mmol) of pyridine hydrochloride are refluxed in 2-ethoxyethanol (27 mL) at 100° C. for 12 hours to yield 4-[3-chloro-4-(pyridin-2-ylsulfanyl)-phenylamino]-7-fluoro-6-methoxyquinoline-3-carbonitrile as a yellow solid, mp 225-228° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767671B2
Source datasetuspto-grants-2010_08
ORD IDord-fe10627cb56f4b47ac06615f252a46e1
Source noteuspto-grants-2010_08