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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 276857Generated: October 25, 2026

Toluene → 6-Amino-4-(3-bromo-phenylamino)-[1,7]naphthyridine-3-carbonitrile

https://huagongshe.com/reaction/276857

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTrifluoroacetic acidHCID 6422—
Reactant4-(3-Bromo-phenylamino)-6-(4-methoxy-benzylamino)-[1,7]naphthyridine-3-carbonitrileHCID 12969105—
SolventDichloromethaneHCID 6344—
Product6-Amino-4-(3-bromo-phenylamino)-[1,7]naphthyridine-3-carbonitrileHCID 979800684.6%

Reaction Steps

To 400 mg of 4-(3-bromo-phenylamino)-6-(4-methoxy-benzylamino)-[1.7]naphthyridine-3-carbonitrile in 10 mL of methylene chloride was added 10 mL of trifluoroacetic acid. After stirring under an inert atmosphere for 20 hours, 10 mL of toluene was added and the solvents were stripped on a rotary evaporator. The product was purified by flash chromatography with a gradient of 0-5% methanol/chloroform to give 250 mg of 6-amino-4-(3-bromo-phenylamino)-[1.7]naphthyridine-3-carbonitrile as an off-white solid: melting point 185-190° C. (decomposed); mass spectrum (m/e): M+H 340.0, 342.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06355636B1
Source datasetuspto-grants-2002_03
ORD IDord-1bab5732da2d44dcb8a494d091c0daed
Source noteuspto-grants-2002_03