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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266175Generated: October 25, 2026

1-(4-Fluorophenyl)piperazine → 1-(2,4-Difluorophenyl)-7-fluoro-8-[4-(4-fluorophenyl)piperazin-1-yl]-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid

https://huagongshe.com/reaction/1266175

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4-Fluorophenyl)piperazineHCID 75260—
Reactant7,8-Difluoro-1-(2,4-difluorophenyl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acidHCID 18549175—
SolventDimethyl SulfoxideHCID 679—
Product1-(2,4-Difluorophenyl)-7-fluoro-8-[4-(4-fluorophenyl)piperazin-1-yl]-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acidHCID 993738263.9%

Reaction Steps

1-(2,4-Difluorophenyl)-7-fluoro-8-[4-(4-fluorophenyl)piperazin-1-yl]-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid was prepared under the conditions of Example 1, but from 1.55 g of 7,8-difluoro-1-(2,4-difluorophenyl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid and 1.58 g of 4-(4-fluorophenyl)piperazine in 15 cm3 of dimethyl sulphoxide. After recrystallizing once from 55 cm3 of dimethylformamide, 1.4 g of 1-(2,4-difluorophenyl)-7-fluoro-8-[4-(4-fluorophenyl)piperazin-1-yl]-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid were obtained in the form of a yellow solid melting at about 322° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548506B2
Source datasetuspto-grants-2003_04
ORD IDord-3832715426d94c468b1d27e025fa5def
Source noteuspto-grants-2003_04