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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1935124Generated: October 26, 2026

Glycol monoethyl ether → 4-(3-Bromo-phenylamino)-6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinoline-3-carbonitrile

https://huagongshe.com/reaction/1935124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantGlycol monoethyl etherHCID 8076—
Reactant3-BromoanilineHCID 11562—
ReactantPyridinium chlorideHCID 10176127—
Reactant4-Chloro-6-methoxy-7-(3-morpholinopropoxy)quinoline-3-carbonitrileHCID 22466601—
Product4-(3-Bromo-phenylamino)-6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinoline-3-carbonitrileHCID 22466608—

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, 0.12 ml of 3-bromo 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 utilizing a gradient of methylene chloride/methanol (96:4 to 92:8) to give 0.22 g of the title compound as an off white solid,mp 115-118 C; mass spectrum (ES,m/e): M+H499.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384051B1
Source datasetuspto-grants-2002_05
ORD IDord-3618143dea0e4b30b0bf1a6b7da9247c
Source noteuspto-grants-2002_05