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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 344910Generated: October 30, 2026

2-(4-Methoxyphenyl)piperazine → (RS)-3-ethoxycarbonyl-7,9-difluoro-8-[3-(4-methoxyphenyl)-1-piperazinyl]-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine

https://huagongshe.com/reaction/344910

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(4-Methoxyphenyl)piperazineHCID 2771753—
Reactant3-Ethoxycarbonyl-7,8,9-trifluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridineHCID 19423688—
SolventDimethyl SulfoxideHCID 679—
Product(RS)-3-ethoxycarbonyl-7,9-difluoro-8-[3-(4-methoxyphenyl)-1-piperazinyl]-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridineHCID 5425662674.1%

Reaction Conditions

Temperature95 °C

Reaction Steps

A suspension of 3-ethoxycarbonyl-7,8,9-trifluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine (2.5 g) and (RS)-2-(4-methoxyphenyl)piperazine (3.5 g) in dimethyl sulphoxide (40 cc) is heated with stirring to a temperature in the region of 95° C. for 2 hours. After treatment of the reaction mixture according to the conditions described in Example 39, (RS)-3-ethoxycarbonyl-7,9-difluoro-8-[3-(4-methoxyphenyl)-1-piperazinyl]-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine (2.8 g) is obtained in the form of a yellow solid, m.p. 209° C., which is used without further purification for the subsequent steps.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05053509
Source datasetuspto-grants-1991_10
ORD IDord-d758b3c322be4f17b3278c3f626ff030
Source noteuspto-grants-1991_10