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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 344866Generated: October 29, 2026

Water → (RS)-7-fluoro-8-{3-[4-(2-hydroxyethoxy)phenyl]-1-piperazinyl}-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid

https://huagongshe.com/reaction/344866

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant7,8-Difluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acidHCID 11197026—
Reactant(RS)-2-[4-(2-hydroxyethoxy)phenyl]piperazineHCID 54120210—
SolventDimethyl SulfoxideHCID 679—
Product(RS)-7-fluoro-8-{3-[4-(2-hydroxyethoxy)phenyl]-1-piperazinyl}-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acidHCID 5407324769.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of 7,8-difluoro-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid (1.015 g) and (RS)-2-[4-(2-hydroxyethoxy)phenyl]-piperazine (1.7 g) in dimethyl sulphoxide (15 cc) is heated with stirring to a temperature in the region of 100° C. for 2 hours and a half. After cooling to approximately 20° C., the suspension is treated with water (30 cc), drained and washed with water (3×10 cc). After one recrystallization in dimethylformamide (15 cc), (RS)-7-fluoro-8-{3-[4-(2-hydroxyethoxy)phenyl]-1-piperazinyl}-1-methyl-4-oxo-1,4-dihydrobenzo[b][1,8]naphthyridine-3-carboxylic acid (1.2 g)is obtained in the form of a yellow solid, m.p. 276° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05053509
Source datasetuspto-grants-1991_10
ORD IDord-58749b7b654c4112b4e5ac33e8db4e34
Source noteuspto-grants-1991_10