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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1935101Generated: October 27, 2026

2,4,6-Trifluoroaniline → 8-Methoxy-4-(2,4,6-trifluoro-phenylamino)-quinoline-3-carbonitrile

https://huagongshe.com/reaction/1935101

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4,6-TrifluoroanilineHCID 67765—
ReactantPyridinium chlorideHCID 10176127—
Reactant4-Chloro-8-methoxyquinoline-3-carbonitrileHCID 22466699—
SolventGlycol monoethyl etherHCID 8076—
Product8-Methoxy-4-(2,4,6-trifluoro-phenylamino)-quinoline-3-carbonitrileHCID 22466641—

Reaction Conditions

Temperature100 °C

Reaction Steps

Using an analogous procedure to that described in Example 274. A reaction mixture of 200.0 mg (0.92 mmol) of 4-chloro-8-methoxy-3-quinolinecarbonitrile, 105.7 mg (0.92 mmol) of pyridine hydrochloride and 148.6 mg (1.0 mmol) of 2,4,6-trifluoro-aniline in 10 mL of 2-ethoxyethanol was heated at 100° C. for 2 hr. The work up gave 112.6 mg (37.4%) of the product as a yellow solid, m.p. 297° C. (dec.), mass spectrum (electrospray, m/e): M+H 330.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384051B1
Source datasetuspto-grants-2002_05
ORD IDord-a6b86180ff65470dad23ab513d9f0429
Source noteuspto-grants-2002_05