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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393657Generated: October 30, 2026

5-Amino-4-fluoro-2-methylphenol → 2-Acetamido-5-(2-fluoro-5-hydroxy-4-methylanilino)-1,8-naphthyridine hydrochloride

https://huagongshe.com/reaction/393657

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Amino-4-fluoro-2-methylphenolHCID 10154098—
ReactantN-(5-chloro-1,8-naphthyridin-2-yl)acetamideHCID 22646664—
SolventIsopropanolHCID 3776—
Product2-Acetamido-5-(2-fluoro-5-hydroxy-4-methylanilino)-1,8-naphthyridine hydrochlorideHCID 2264656061%

Reaction Steps

A mixture of 2-acetamido-5-chloro-1,8-naphthyridine (357 mg, 1.6 mmol) and 2-fluoro-5-hydroxy-4-methylaniline (200 mg, 1.4 mmol), (prepared as described for the starting material in Example 1), in isopropanol (20 ml) was heated at reflux for 5 hours. The mixture was allowed to cool and the precipitate was collected by filtration, washed with acetone and dried to give 2-acetamido-5-(2-fluoro-5-hydroxy-4-methylanilino)-1,8-naphthyridine hydrochloride (280 mg, 61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809097B1
Source datasetuspto-grants-2004_10
ORD IDord-c6bb59ae3e7948e4beb83cabc65295ce
Source noteuspto-grants-2004_10