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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612017Generated: October 29, 2026

p-Toluenesulfonic acid monohydrate → HCID 10110605, compound

https://huagongshe.com/reaction/612017

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant3-Amino-5-bromopyridineHCID 817681—
Reactant4-Chloro-6,7-dimethoxy-quinoline-3-carbonitrileHCID 10586676—
Solvent2-MethoxyethanolHCID 8019—
ProductHCID 10110605HCID 10110605—

Reaction Conditions

Temperature153 °C

Reaction Steps

A mixture of 249 mg (1 mmole) of 3-cyano-4-chloro-6,7-dimethoxy quinoline, 346 mg (2 mmoles) of 3-amino-5-bromo pyridine and 20 mg (about 0.1 mmole) of p-toluenesulfonic acid monohydrate in 5 ml of 2-methoxy ethanol was stirred and refluxed in an oil bath at 153° C. for 7 hours. On cooling overnight to room temperature, the solid was filtered and washed with ethanol, then with ether to give 287 mg (74.5%) of N-[4-[(5-bromo-3--pyridinyl)amino]-6,7-dimethoxy-3-quinolinecarbonitrile, which melted at 272-275° C. mass spectrum (electrospray, m/e) M+H=384.9, 386.8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06002008
Source datasetuspto-grants-1999_12
ORD IDord-9a1f6b0ad6734be282d1e999375b2984
Source noteuspto-grants-1999_12