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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1935125Generated: October 26, 2026

Glycol monoethyl ether → 6-Methoxy-4-(2-methylsulfanyl-phenylamino)-7-(3-morpholin-4-yl-propoxy)-quinoline-3-carbonitrile

https://huagongshe.com/reaction/1935125

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycol monoethyl etherHCID 8076—
Reactant2-(Methylthio)anilineHCID 76337—
ReactantPyridinium chlorideHCID 10176127—
Reactant4-Chloro-6-methoxy-7-(3-morpholinopropoxy)quinoline-3-carbonitrileHCID 22466601—
Product6-Methoxy-4-(2-methylsulfanyl-phenylamino)-7-(3-morpholin-4-yl-propoxy)-quinoline-3-carbonitrileHCID 22466622—

Reaction Steps

The method of Example 312 was used as well as 0.3 g of 4-chloro-6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinoline-3-carbonitrile, 0.14 ml of 2-(methyl mercapto) aniline, 0.1 g of pyridine hydrochloride and 4.0 ml of 2-ethoxy ethanol. This afforded an oil which was purified by silica gel flash chromatography [methylene chloride/methanol (96:4) ] to give 0.16 g of the title compound as an off white solid, mp 179-180 C.; mass spectrum (ES, m/e): M+H465.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384051B1
Source datasetuspto-grants-2002_05
ORD IDord-e12d203d8a1345ed9417aae93c0c2188
Source noteuspto-grants-2002_05