1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid Chemical Properties

Melting point:

192-194°C

Boiling point:

474.4±45.0 °C(Predicted)

Density 

1.581±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly, Sonicated)

form 

Solid

pka

6.36±0.50(Predicted)

color 

White to Pale Beige

InChI

InChI=1S/C14H11F2NO4/c1-21-13-10(16)9(15)4-7-11(13)17(6-2-3-6)5-8(12(7)18)14(19)20/h4-6H,2-3H2,1H3,(H,19,20)

InChIKey

WQJZXSSAMGZVTM-UHFFFAOYSA-N

SMILES

N1(C2CC2)C2=C(C=C(F)C(F)=C2OC)C(=O)C(C(O)=O)=C1

CAS DataBase Reference

112811-72-0(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

Safety Statements 

24/25

HazardClass 

IRRITANT

HS Code 

29334900

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

Chemical Properties

Off-White to Light-Yellow Powder

Uses

Moxifloxacin intermediate.

Synthesis

General Steps: Reaction: in a 250 mL round bottom flask, 10 g of ethyl 1-cyclopropyl-6,7-difluoro-8-methoxy-4-yloxy-1,4-dihydroxyquinoline-3-carboxylate (compound of formula 2) and 100 mL of anhydrous methanol were added and stirred until completely dissolved. Subsequently, 13.3 mL of 36% hydrochloric acid was added slowly and dropwise. After addition, the reaction system was heated to 65 °C and the reaction was stirred at this temperature for 15 hours. Post-treatment: after completion of the reaction, the system was cooled to 10 °C and stirring was continued for 2 hours to promote crystallization. Subsequently, the system was filtered under reduced pressure. The filter cake was washed with 20 mL of anhydrous methanol and subsequently dried under vacuum at 60 °C for 8 h to afford 8.86 g of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid (compound of formula 3) in 96.83% yield.

References

[1] Patent: CN107778308, 2018, A. Location in patent: Paragraph 0067; 0068; 0069
[2] Asian Journal of Chemistry, 2013, vol. 25, # 11, p. 6079 - 6082
[3] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 5, p. 2558 - 2569
[4] Patent: US4997943, 1991, A
[5] Patent: WO2004/14893, 2004, A2. Location in patent: Page 75; 76

1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid(112811-72-0)Related Product Information

• 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid ethyl ester
• 7-[(2-Aminopropyl)amino]-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic Acid
• 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-3-quinolinecarboxylic Acid
• 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
• 1-Cyclopropyl-1,4-dihydro-6,8-dimethoxy-7-[(4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl]-4-oxo-3-quinolinecarboxylic acid
• Despropylene Gatifloxacin
• 1-Cyclopropyl-6-fluoro-8-Methoxy-4-oxo-7-(piperazin-1-yl)1,4-dihydroquinoline-3-carboxylic acid
• 6,7-Dihydro-5H-pyrrolo[3,4-b]pyridine
• 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-hydroxy-4-oxo-3-quinolinecarboxylic Acid Ethyl Ester
• 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid ethyl ester
• 6-BENZYL-OCTAHYDRO-PYRROLO[3,4-B]PYRIDINE
• 6-cyclopropyl-8,9-difluoro-7-methoxy-4-oxo-4,6-dihydro-2H-1l3-[1,3]dioxino[5,6-c]quinoline-2,2-diyl diacetate
• cis-Octahydropyrrolo[3,4-b]pyridine
• ZIMIAPVHHUISPY-CLFYSBASSA-N
• Moxifloxacin Impurity 8
• 1-cyclopropyl-6-fluoro-8-hydroxy-7-((4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrobromide