1-Cyclopropyl-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Base Information

• Chemical Name: 1-Cyclopropyl-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• CAS No.: 157372-99-1
• Molecular Formula: C13H10FNO3
• Molecular Weight: 247.226
• DSSTox Substance ID: DTXSID80431974
• Nikkaji Number: J1.008.523C
• Wikidata: Q82246025
• Mol file: 157372-99-1.mol

Synonyms:157372-99-1;1-Cyclopropyl-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid;1-Cyclopropyl-7-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid;1-CYCLOPROPYL-7-FLUORO-4-OXOQUINOLINE-3-CARBOXYLIC ACID;SCHEMBL9146620;DTXSID80431974;MFCD19290535;AKOS022174967;SB69776;1-Cyclopropyl-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylicacid;1-Cyclopropyl-4-oxo-7-fluoro-1,4-dihydroquinoline-3-carboxylic acid

Chemical Property of 1-Cyclopropyl-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Chemical Property:

• PSA: 59.30000
• LogP: 2.17370
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 247.06447134
• Heavy Atom Count: 18
• Complexity: 430

Purity/Quality:

98.5% ^*data from raw suppliers

1-Cyclopropyl-7-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1N2C=C(C(=O)C3=C2C=C(C=C3)F)C(=O)O
• Uses: 1-Cyclopropyl-7-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid can be used to prepare iminoquinolinecarboxamides. It can also be used as a reagent to prepare 1-alkyl-1,4-dihydro-4-imino-3-quinolinecarboxylic acid derivatives.

Technology Process of 1-Cyclopropyl-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

There total 8 articles about 1-Cyclopropyl-7-fluoro-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:

ethyl 1-cyclopropyl-7-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate (157372-98-0) → 1-cyclopropyl-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (157372-99-1)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 50 ℃; for 3.5h;

DOI:10.1016/j.bmc.2015.03.037

Reference yield:

sulfuric acid (7664-93-9) + ethyl 1-cyclopropyl-7-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate (157372-98-0) → 1-cyclopropyl-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (157372-99-1)

Guidance literature:

With acetic acid; In water;

Reference yield:

ethyl 2-(2,4-difluorobenzoyl)-3-(dimethylamino)acrylate (1048039-26-4) → 1-cyclopropyl-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid (157372-99-1)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 3 h / 50 °C

2: potassium carbonate / N,N-dimethyl-formamide / 60 - 90 °C

3: sodium hydroxide / tetrahydrofuran / 3.5 h / 50 °C

With potassium carbonate; sodium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2015.03.037

upstream raw materials:

1-cyclopropyl-4-ethylimino-7-fluoro-1,4-dihydroquinoline-3-carboxylic acid

sulfuric acid

ethyl 1-cyclopropyl-7-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

ethyl 2-(2,4-difluorobenzoyl)-3-(dimethylamino)acrylate

Downstream raw materials:

N-benzyl-1-cyclopropyl-7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxamide

7-benzylamino-4-benzylimino-1-cyclopropyl-1,4-dihydroquinoline-3-carboxylic acid