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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 634662Generated: November 1, 2026

5-Amino-4-fluoro-2-methylphenol → 4-(2-Fluoro-5-hydroxy4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)quinazoline hydrochloride

https://huagongshe.com/reaction/634662

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-4-fluoro-2-methylphenolHCID 10154098—
Reactant4-Chloro-6-methoxy-7-(2-methoxyethoxy)quinazolineHCID 10730653—
SolventIsopropanolHCID 3776—
Product4-(2-Fluoro-5-hydroxy4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)quinazoline hydrochlorideHCID 2126033968.8%

Reaction Steps

A mixture of 4-chloro-6-methoxy-7-(2-methoxyethoxy)quinazoline (76 mg, 0.28 mmol) and 2-fluoro-5-hydroxy-4-methylaniline (40 mg, 0.28 mmol), (prepared as described for the starting material in Example 8), in isopropanol (2.5 ml) was stirred and heated at reflux for 7 hours. The reaction mixture was allowed to cool and the precipitated product collected by filtration, washed with isopropanol and dried to give 4-(2-fluoro-5-hydroxy4-methylanilino)-6-methoxy-7-(2-methoxyethoxy)quinazoline hydrochloride (79 mg 66%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06184225B2
Source datasetuspto-grants-2001_02
ORD IDord-704cfdfe521a47edaf4ef9c1466206c1
Source noteuspto-grants-2001_02