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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1935118Generated: October 27, 2026

o-Aminophenethyl alcohol → 4-[2-(2-Hydroxy-ethyl)-phenylamino]-6,7-dimethoxy-quinoline-3-carbonitrile

https://huagongshe.com/reaction/1935118

Reaction equation

Participants

RoleNameHCIDCharge
Reactanto-Aminophenethyl alcoholHCID 79282—
ReactantPyridinium chlorideHCID 10176127—
Reactant4-Chloro-6,7-dimethoxy-quinoline-3-carbonitrileHCID 10586676—
SolventGlycol monoethyl etherHCID 8076—
Product4-[2-(2-Hydroxy-ethyl)-phenylamino]-6,7-dimethoxy-quinoline-3-carbonitrileHCID 2246658864.4%

Reaction Steps

Using an analogous procedure to that described in Example 286, 248.7 mg (1 mmol) of 4-chloro-6,7-dimethoxy-3-quinolinecarbonitrile in 12 mL of 2-ethoxyethanol and in the presence of 115.6 mg (1 mmol) of pyridine hydrochloride was reacted with 178.3 mg (1.3 mmol) of 2-aminophenethyl alcohol to give 218.4 mg (64.4%) of the product as a pink solid, m.p 159-162° C., mass (electrospray, m/e): M+H 349.9.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384051B1
Source datasetuspto-grants-2002_05
ORD IDord-34bd29bbd9f74e1f946f170dcbd78717
Source noteuspto-grants-2002_05