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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 492108Generated: October 25, 2026

Dimethyl Carbonate → Gatifloxacin

https://huagongshe.com/reaction/492108

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl CarbonateHCID 12021—
Reactant2-MethylpiperazineHCID 66057—
Reactant1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acidHCID 7019465—
SolventDimethyl SulfoxideHCID 679—
ProductGatifloxacinHCID 537970%

Reaction Conditions

Temperature55 °C

Reaction Steps

Forty grams of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid and 28.4 g (2.1 eq) of 2-methyl piperazine were suspended in DMSO (800 mL) under nitrogen atmosphere. The mixture was heated to 55° C. during 24 hours. Thereafter, dimethylcarbonate (200 mL) was added, the reaction mixture was cooled to 5° C., and held at this temperature overnight. The mixture was then filtered under vacuum and the compound was then dried under vacuum to obtain 35.5 g after assay (70% yield) of gatifloxacin.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531656B2
Source datasetuspto-grants-2009_05
ORD IDord-350cc5153f134dcb99f8ee9500ed34e2
Source noteuspto-grants-2009_05