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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 981234Generated: October 31, 2026

Acetic Acid → 7,9-Difluoro-1-methyl-8-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acid

https://huagongshe.com/reaction/981234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantWaterHCID 962—
Reactant1-MethylpiperazineHCID 53167—
Reactant7,8,9-Trifluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acidHCID 19423678—
SolventDimethyl SulfoxideHCID 679—
Product7,9-Difluoro-1-methyl-8-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acidHCID 2006330979.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

A suspension of 4 g of 7,8,9-trifluoro-1-methyl-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acid in 60 cm3 of dimethyl sulphoxide and 3 g of 1-methylpiperazine is heated at 80° C. for 1 hour and a half. After cooling to about 20° C., 150 cm3 of water are added. 18 cm3 of 10% acetic acid are added to the solution obtained. The precipitate formed is drained, washed with 3 times 50 cm3 of water and recrystallized from 50 cm3 of dimethylformamide. 4 g of 7,9-difluoro-1-methyl-8-(4-methyl-1-piperazinyl)-4-oxo-1,4-dihydro-benzo[b][1,8]naphthyridine-3-carboxylic acid are obtained in the form of a yellow solid melting at 316° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04990515
Source datasetuspto-grants-1991_02
ORD IDord-f790a96b01cb4642a927a4f72e8482f1
Source noteuspto-grants-1991_02