Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1865218Generated: November 1, 2026

Acetone → 4-Quinolone-3-carboxylic acid

https://huagongshe.com/reaction/1865218

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetoneHCID 180—
ReactantPiperidineHCID 8082—
Reactant1,5-Diazabicyclo(4.3.0)non-5-eneHCID 76349—
ReactantFluoroquinolonic acidHCID 483180—
SolventDimethyl SulfoxideHCID 679—
SolventPyridineHCID 1049—
SolventDimethylformamideHCID 6228—
SolventAcetonitrileHCID 6342—
SolventTriethylamineHCID 8471—
Product4-Quinolone-3-carboxylic acidHCID 220875—

Reaction Steps

1-Cyclopropyl-6-fluoro-7-{(4-amino/substituted amino /disubstituted amino/hydroxy-3-alkyl/3,3-dialkyl/3,5-dialkyl)1-1-piperidinyl)-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid and isomers were prepared by heating a mixture of 1-cyclopropyl-6-fluoro-7-chloro-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid with appropriate {4-(amino/substituted amino/disubstituted amino/hydroxy-3-alkyl/3,3-dialkyl/3,5-dialkyl/3,3,5-trialkyl)}piperidine in an organic solvent optionally in the presence of a base at 50°-120° C., preferably 90° C. for 4-72 hr. The solvent may be selected from acetone, alcohol, acetonitrile, dimethyl sulphoxide, N,N-dimethylformamide preferably acetonitrile or dimethyl sulphoxide. The base may be selected from triethylamine, pyridine, 1,5-diazabicyclo[4.3.0]non-5-ene (DBN), or 1,7-diazabicyclo[5.4.0]undec-7-ene (DBU), preferably triethylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07626032B2
Source datasetuspto-grants-2009_12
ORD IDord-f350883185ab4fa3bd4faf979f69c4ab
Source noteuspto-grants-2009_12