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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393661Generated: October 30, 2026

Hydrochloric Acid → 2-Amino-5-(2-fluoro-5-hydroxy-4-methylanilino)-1,8-naphthyridine

https://huagongshe.com/reaction/393661

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-Acetamido-5-(2-fluoro-5-hydroxy-4-methylanilino)-1,8-naphthyridine hydrochlorideHCID 22646560—
SolventEthanolHCID 702—
Product2-Amino-5-(2-fluoro-5-hydroxy-4-methylanilino)-1,8-naphthyridineHCID 2234647676.5%

Reaction Steps

A mixture of 2-acetamido-5-(2-fluoro-5-hydroxy-4-methylanilino)-1,8-naphthyridine hydrochloride (170 mg, 0.46 mmol), (prepared as described in Example 53), and concentrated hydrochloric acid (0.5 ml) in ethanol (10 ml) was heated at reflux for 2 hours. The mixture was allowed to cool and the organic volatiles were removed by evaporation. The aqueous residue was basified to pH9 with aqueous sodium hydroxide solution and the resulting precipitate was collected by filtration, washed with water and dried to give 2-amino-5-(2-fluoro-5-hydroxy-4-methylanilino)-1,8-naphthyridine (100 mgs 76%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809097B1
Source datasetuspto-grants-2004_10
ORD IDord-3dfb93076314459db3a7ce4325c3b611
Source noteuspto-grants-2004_10