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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1756804Generated: October 25, 2026

1-Methylpiperazine → 3-Cyano-7-fluoro-1-methyl-8-(4-methyl-1-piperazinyl)-4-oxobenzo[b][1,8]naphthyridine

https://huagongshe.com/reaction/1756804

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-MethylpiperazineHCID 53167—
Reactant3-Cyano-7,8-difluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridineHCID 18994583—
SolventDimethyl SulfoxideHCID 679—
Product3-Cyano-7-fluoro-1-methyl-8-(4-methyl-1-piperazinyl)-4-oxobenzo[b][1,8]naphthyridineHCID 18994584—

Reaction Steps

A suspension of 2.1 g of 3-cyano-7,8-difluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine in 100 cm3 of dimethyl sulphoxide is heated to 80° C. in the presence of 2 cm3 of N-methylpiperazine. The reaction mixture is maintained at this temperature for 8 hours. The solution obtained is cooled to room temperature and stirred at this temperature for 15 hours. The precipitate formed is filtered off, washed with 3 times 20 cm3 of water and dried under vacuum (20 kPa) at 50° C. 2.6 g of 3-cyano-7-fluoro-1-methyl-8-(4-methyl-1-piperazinyl)-4-oxobenzo[b][1,8]naphthyridine are obtained in the form of a yellow precipitate, melting point 335° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05442070
Source datasetuspto-grants-1995_08
ORD IDord-e03e20b5ea8444378533beda78f4d252
Source noteuspto-grants-1995_08