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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266169Generated: November 3, 2026

Acetic Acid → 1-Cyclopropyl-7,9-difluoro-8-(4-furfurylpiperazin-1-yl)-4-oxo-1,4-dihydrobenzo[b][1,8]-naphthyridine-3-carboxylic acid

https://huagongshe.com/reaction/1266169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthyl 1-cyclopropyl-7,9-difluoro-8-(4-furfurylpiperazin-1-yl)-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylateHCID 18549171—
SolventEthanolHCID 702—
SolventPotassium HydroxideHCID 14797—
Product1-Cyclopropyl-7,9-difluoro-8-(4-furfurylpiperazin-1-yl)-4-oxo-1,4-dihydrobenzo[b][1,8]-naphthyridine-3-carboxylic acidHCID 991303849.4%

Reaction Steps

A suspension of 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 was heated, with stirring, at a temperature around 80° C. for approximately 1 hour 30 in 15 cm3 of ethanol and 14 cm3 of 1 N potassium hydroxide solution, 32 cm3 of 5% acetic acid were added at this same temperature and the suspension was stirred for 20 minutes. After recrystallizing from a mixture of 15 cm3 of dimethylformamide and 15 cm3 of ethanol, 0.7 g of 1-cyclopropyl-7,9-difluoro-8-(4-furfurylpiperazin-1-yl)-4-oxo-1,4-dihydrobenzo[b][1,8]-naphthyridine-3-carboxylic acid was obtained in the form of a yellow solid melting at about 241° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548506B2
Source datasetuspto-grants-2003_04
ORD IDord-d8731429e1534a13b79a9aa7d1042288
Source noteuspto-grants-2003_04