1-cyclopropyl-7-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Base Information

• Chemical Name: 1-cyclopropyl-7-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• CAS No.: 221221-16-5
• Molecular Formula: C14H12FNO4
• Molecular Weight: 277.252
• Hs Code.: 2933499090
• Mol file: 221221-16-5.mol

Synonyms:Nemonoxacin Intermediate-1; 3-Quinolinecarboxylic acid, 1-cyclopropyl-7-fluoro-1,4-dihydro-8-methoxy-4-oxo-

Chemical Property of 1-cyclopropyl-7-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Chemical Property:

• Boiling Point: 463.9±45.0 °C(Predicted)
• PKA: 6.44±0.50(Predicted)
• PSA: 68.53000
• Density: 1.519
• LogP: 2.18230
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Cyclopropyl-7-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Cyclopropyl-7-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic Acid can be used as a reactant to prepare 7-amino alkylidenyl-heterocyclic quinolones as antibacterial agents.

Technology Process of 1-cyclopropyl-7-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

There total 9 articles about 1-cyclopropyl-7-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

ethyl cyclopropyl-4-oxo-7-fluoro-8-methoxy-1,4-dihydroquinolin-3-carboxylate (221221-15-4) → 1-cyclopropyl-1,4-dihydro-7-fluoro-8-methoxy-4-oxo-quinoline-3-carboxylic acid (221221-16-5)

Guidance literature:

With hydrogenchloride; water; In ethanol; at 76 - 80 ℃; for 5h;

Reference yield: 95.0%

C18H17BFNO8 (951163-66-9) → 1-cyclopropyl-1,4-dihydro-7-fluoro-8-methoxy-4-oxo-quinoline-3-carboxylic acid (221221-16-5)

Guidance literature:

With hydrogenchloride; In ethanol; at 76 - 80 ℃; for 5h;

Reference yield:

1,3-Difluorobenzene (372-18-9) → 1-cyclopropyl-1,4-dihydro-7-fluoro-8-methoxy-4-oxo-quinoline-3-carboxylic acid (221221-16-5)

Guidance literature:

Multi-step reaction with 5 steps

1.1: propyllithium / hexane; toluene / 1 h / -50 °C / Inert atmosphere

1.2: 6 h / -50 - -30 °C

1.3: 30 h / 50 °C

2.1: n-butyllithium / hexane; 2-methyltetrahydrofuran / 2 h / -60 - -50 °C / Inert atmosphere

2.2: 3 h / -40 - -30 °C / Inert atmosphere

3.1: thionyl chloride / 6 h / Reflux

4.1: tri-n-propylamine / toluene / 8 h / 90 - 100 °C

4.2: 2 h

4.3: 12 h / Reflux

5.1: hydrogenchloride / water; ethanol / 6 h / 70 - 80 °C

With hydrogenchloride; tri-n-propylamine; n-butyllithium; thionyl chloride; propyllithium; In 2-methyltetrahydrofuran; ethanol; hexane; water; toluene;

upstream raw materials:

ethyl cyclopropyl-4-oxo-7-fluoro-8-methoxy-1,4-dihydroquinolin-3-carboxylate

1,3-Difluorobenzene

2,6-difluorophenylboronic acid

2,6-difluorophenol

Downstream raw materials:

1-cyclopropyl-7-fluoro-8-hydroxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

C₁₈H₁₇BFNO₈

Refernces

• 1、 -. "A method for preparing [...] chelate compound". Paragraph 0026; 0027. . Retrieved 2017/04/03.
• 2、 -. "Malate salts, and polymorphs of (3S,5S)-7-[3-amino-5-methyl-piperidinyl]-1-cyclopropyl-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid". Page/Page column 9. . Retrieved 2008/06/13.