1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-3-quinolinecarboxylic Acid Chemical Properties

Melting point:

>271oC (dec.)

Boiling point:

478.3±45.0 °C(Predicted)

Density 

1.745±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly, Heated)

pka

5.75±0.20(Predicted)

form 

Solid

color 

White to Pale Beige

1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-3-quinolinecarboxylic Acid Usage And Synthesis

Uses

Moxifloxacin (M745000) impurity.

Synthesis

About 500 mL of DMSO filtrate from the nucleophilic substitution reaction was transferred to a 1000 mL reactor and anhydrous calcium chloride (about 33 g) was added under stirring conditions. The reaction mixture was cooled with stirring to 0-5 °C and maintained in this temperature range for 30 minutes. Subsequently, the pH was adjusted to 4 with a 15% aqueous hydrochloric acid solution, the temperature was maintained between 0-5°C, and stirring was continued for 3 hours. Upon completion of the reaction, the precipitated product was collected by filtration, washed well with acetone and then dried. A dry 1-cyclopropyl-6,7-difluoro-8-hydroxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (about 35 g) with a purity of more than 90% was finally obtained.

References

[1] Patent: WO2006/4561, 2006, A1. Location in patent: Page/Page column title page; 4; 12-13
[2] Patent: WO2008/62379, 2008, A2. Location in patent: Page/Page column 37
[3] Patent: US2010/222302, 2010, A1. Location in patent: Page/Page column 21
[4] Patent: WO2007/17828, 2007, A2. Location in patent: Page/Page column 54

1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-3-quinolinecarboxylic Acid(154093-72-8)Related Product Information

• GATIFLOXACIN RELATED COMPOUND A
• 8-Fluoro-6-methoxy Moxifloxacin Dihydrochloride
• Moxifloxacin Impurity 30
• 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid
• 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid ethyl ester
• 3-Quinolinecarboxylic acid, 7-aMino-1-cyclopropyl-6-fluoro-1,4-dihydro-8-Methoxy-4-oxo-
• 1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(4aR,7aR)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid
• Moxifloxacin Decarboxy Analog
• 1-Cyclopropyl-7-8-difluoro-6-Methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid Ethyl Ester
• Moxifloxacin Ethyl Ester
• ethyl 1-cyclopropyl-8-ethoxy-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate
• 1-cyclopropyl-8-ethoxy-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• 1-Cyclopropyl-8-ethoxy-6-fluoro-7-[(4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• 3-Quinolinecarboxylic acid, 1-cyclopropyl-6,8-difluoro-1,4-dihydro-7-(octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-4-oxo-, (4aS-cis)-
• 1-Cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxoq
• Methyl 1-cyclopropyl-6-fluoro-7-(hexahydro-1H-pyrrolo [3, 4-b]pyridin-6(2H)-yl)-8-Methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylate
• N-Methyl Moxifloxacin
• 1-Cyclopropyl-6-fluoro-1,4-dihydro-8-hydroxy-7-[(4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid