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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 749060Generated: October 25, 2026

Water → 4-(4-(2-Methoxyphenoxy)-anilino)-3-cyano-6-methoxy-7-(3-chloropropoxy)quinoline

https://huagongshe.com/reaction/749060

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-Bromo-3-chloropropaneHCID 8006—
ReactantPotassium butoxideHCID 23699084—
Reactant4-(4-(2-Methoxyphenoxy)-anilino)-3-cyano-6-methoxy-7-hydroxyquinolineHCID 135819831—
SolventDimethyl SulfoxideHCID 679—
Product4-(4-(2-Methoxyphenoxy)-anilino)-3-cyano-6-methoxy-7-(3-chloropropoxy)quinolineHCID 22048517—

Reaction Steps

The product of step 2 (206.5 mg, 0.5 mmole) and 1-chloro-3-bromopropane (95 mg, 0.6 mmole) was dissolved in dimethylsulphoxide (5 ml) in the presence of potassium butoxide (0.55 ml, 11.0M in THF, 0.55 mmole) in and the mixture held at room temperature for 18 hours. Water was added and the mixture extracted with ethyl acetate. The combined extracts were washed with water and brine then dried (MgSO4) and evaporated to give 4-(4-(2-methoxyphenoxy)-anilino)-3-cyano-6-methoxy-7-(3-chloropropoxy)quinoline, intermediate 1, (189 mg, 77%) as a yellow gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07402583B2
Source datasetuspto-grants-2008_07
ORD IDord-d0286c75557a404eba88c05721252874
Source noteuspto-grants-2008_07