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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269757Generated: October 29, 2026

4-(Pyridin-3-Yloxy)Aniline → 7-Fluoro-6-methoxy-4-[4-(pyridin-3-yloxy)phenylamino]-quinoline-3-carbonitrile

https://huagongshe.com/reaction/269757

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(Pyridin-3-Yloxy)AnilineHCID 3159631—
ReactantPyridinium chlorideHCID 10176127—
Reactant4-Chloro-7-fluoro-6-methoxy-3-quinolinecarbonitrileHCID 12150703—
SolventGlycol monoethyl etherHCID 8076—
Product7-Fluoro-6-methoxy-4-[4-(pyridin-3-yloxy)phenylamino]-quinoline-3-carbonitrileHCID 68460421—

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, 500 mg (2.81 mmol) of 4-(pyridin-3-yloxy)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 7-fluoro-6-methoxy-4-[4-(pyridin-3-yloxy)-phenylamino]-quinoline-3-carbonitrile as an off-white solid, mp 235-236° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449460B2
Source datasetuspto-grants-2008_11
ORD IDord-f483c6069ff0480494e94895a75538d0
Source noteuspto-grants-2008_11