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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 276868Generated: October 26, 2026

Water → HCID 18548951, compound

https://huagongshe.com/reaction/276868

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-(3-Chloro-4-fluorophenylamino)-6-fluoro-1,7-naphthyridine-3-carbonitrileHCID 18548953—
ReactantHCID 23680072HCID 23680072—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18548951HCID 1854895166%

Reaction Steps

To 250 mg of 4-(3-chloro-4-fluoro-phenylamino)-6-fluoro-[1.7]naphthyridine-3-carbonitrile under an inert atmosphere was added 8 mL of 1 M sodium (2-dimethylamino-ethoxide) in tetrahydrofuran. After refluxing for 2 hours, the reaction was stripped of tetrahydrofaran and water was added. The product was filtered, washed with water, dried, and recrystallized from chloroform/ether/hexanes to give 210 mg (66%) of 4-(3-chloro-4-fluoro-phenylamino)-6-(2-dimethylamino-ethoxy)-[1.7]naphthyridine-3-carbonitrile as a yellow solid: melting point 131-132° C.; mass spectrum (m/e): M+H 386.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06355636B1
Source datasetuspto-grants-2002_03
ORD IDord-86c54ce0d60c4be2ba10127841d1f22a
Source noteuspto-grants-2002_03