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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 499109Generated: November 1, 2026

Glycol monoethyl ether → 4-({3-chloro-4-[(1-methyl-1H-imidazole-2-yl)sulfanyl]phenyl}amino)-6-ethoxy-7-fluoro-3-quinolinecarbonitrile

https://huagongshe.com/reaction/499109

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycol monoethyl etherHCID 8076—
ReactantPyridinium chlorideHCID 10176127—
Reactant3-chloro-4-(1-methyl-1H-imidazol-2-ylsulfanyl)phenylamineHCID 11459088—
Reactant4-Chloro-4-ethoxy-7-fluoro-3-quinolinecarbonitrileHCID 68460556—
Product4-({3-chloro-4-[(1-methyl-1H-imidazole-2-yl)sulfanyl]phenyl}amino)-6-ethoxy-7-fluoro-3-quinolinecarbonitrileHCID 68458675—

Reaction Steps

Following the procedure of Example 1, a mixture of 2.4 g (9.72 mmol) 4-chloro-4-ethoxy-7-fluoro-3-quinolinecarbonitrile, 2.56 g (10.7 mmol) of 3-chloro-4-(1-methyl-1H-imidazole-2-ylsulfanyl)phenylamine and 1.2 g (10.38 mmol) of pyridine hydrochloride are refluxed in 2-ethoxyethanol (30 mL) at 110° C. for 1 hour to yield 4-({3-chloro-4-[(1-methyl-1H-imidazole-2-yl)sulfanyl]phenyl}amino)-6-ethoxy-7-fluoro-3-quinolinecarbonitrile as a pink solid, mp 251-254° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07767671B2
Source datasetuspto-grants-2010_08
ORD IDord-9ca14b91468345d188e30163013aaacb
Source noteuspto-grants-2010_08