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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266170Generated: November 1, 2026

1-Cyclopropyl-3-ethoxycarbonyl-7,8,9-trifluoro-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine → Ethyl 1-cyclopropyl-7,9-difluoro-8-(4-furfurylpiperazin-1-yl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylate

https://huagongshe.com/reaction/1266170

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Cyclopropyl-3-ethoxycarbonyl-7,8,9-trifluoro-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridineHCID 18549164—
Reactant4-Furfurylpiperazine hydrochlorideHCID 18549172—
SolventDimethyl SulfoxideHCID 679—
SolventTriethylamineHCID 8471—
ProductEthyl 1-cyclopropyl-7,9-difluoro-8-(4-furfurylpiperazin-1-yl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylateHCID 1854917159.4%

Reaction Steps

Ethyl 1-cyclopropyl-7,9-difluoro-8-(4-furfurylpiperazin-1-yl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylate was prepared under the conditions of Example 3, but from 1.8 g of ethyl 1-cyclopropyl-7,8,9-trifluoro-4-oxo-1,4-dihydrobenzo-[b][1,8]naphthyridine-3-carboxylate and 4.8 g of 4-furfurylpiperazine hydrochloride in 30 cm3 of dimethyl sulphoxide and 5.2 cm3 of triethylamine. 1.5 g of ethyl 1-cyclopropyl-7,9-difluoro-8-(4-furfurylpiperazin-1-yl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylate were obtained in the form of a yellow-brown solid melting at about 125-128° C., which solid was used without additional purification in the subsequent stages.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548506B2
Source datasetuspto-grants-2003_04
ORD IDord-b08bd07929f141729450147fe50b774a
Source noteuspto-grants-2003_04