7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid Chemical Properties

Melting point:

209-212 °C

Boiling point:

485.9±45.0 °C(Predicted)

Density 

1.727±0.06 g/cm3(Predicted)

storage temp. 

Inert atmosphere,Room Temperature

form 

powder to crystal

pka

5.96±0.70(Predicted)

color 

White to Almost white

CAS DataBase Reference

100361-18-0

Safety Information

HS Code 

2933998090

7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid Usage And Synthesis

Chemical Properties

Off-white or light yellow powder

Uses

Gemifloxacin intermediate as antibacterial agent.

Synthesis

Ethyl 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylate (0.1 g, 0.32 mmol) was used as a raw material and dissolved in THF (5 ml). Concentrated HCl (45 μL, 0.7 mmol) was added to this solution. The reaction mixture was heated to reflux and the reaction was continued for 2 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the completion of the reaction, the reaction mixture was cooled to room temperature. The precipitated solid was collected by filtration to afford the target product 7-chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid in a yield of 70 mg with 78% yield.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 7, p. 2428 - 2433
[2] Journal of Medicinal Chemistry, 2002, vol. 45, # 25, p. 5564 - 5575
[3] Patent: WO2005/40164, 2005, A1. Location in patent: Page/Page column 10-12

7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid(100361-18-0)Related Product Information

• 3-Chloropropyne
• Calcium chloride
• Ammonium chloride
• 3-Chloropropyltrimethoxysilane
• Choline chloride
• Cyclohexanecarboxylic acid
• Cyclopropanecarboxylic acid
• Sodium chloride
• 1-Chloronaphthalene
• Nalidixic acid
• Cyclopropyl methyl ketone
• 7-Chloro-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
• Allyl chloride
• Potassium chloride
• Malaridine
• Difluorochloromethane
• Methylene Chloride
• Fluorine