3-Quinolinecarboxylic acid, 1,4-dihydro-1-(1,1-dimethylethyl)-6-fluoro-4-oxo-7-(1-piperazinyl)-

Base Information

• Chemical Name: 3-Quinolinecarboxylic acid, 1,4-dihydro-1-(1,1-dimethylethyl)-6-fluoro-4-oxo-7-(1-piperazinyl)-
• CAS No.: 116162-74-4
• Molecular Formula: C₁₈H₂₂FN₃O₃
• Molecular Weight: 347.389
• DSSTox Substance ID: DTXSID20151301
• Nikkaji Number: J365.699C
• Wikidata: Q83017741
• ChEMBL ID: CHEMBL14971
• Mol file: 116162-74-4.mol

Synonyms:116162-74-4;3-Quinolinecarboxylic acid, 1,4-dihydro-1-(1,1-dimethylethyl)-6-fluoro-4-oxo-7-(1-piperazinyl)-;3-Quinolinecarboxylic acid, 1-(1,1-dimethylethyl)-6-fluoro-1,4-dihydro-4-oxo-7-(1-piperazinyl)-;BRN 3626399;PD 135346;1,4-Dihydro-1-(tert-butyl)-6-fluoro-4-oxo-7-(1-piperazinyl)-3-quinolinecarboxylic acid;CHEMBL14971;SCHEMBL9685706;DTXSID20151301;CTXPWRRGJDHGNC-UHFFFAOYSA-N;1-tert-butyl-6-fluoro-4-oxo-7-piperazin-1-yl-quinoline-3-carboxylic acid;1-(1,1-dimethylethyl)-1,4-dihydro-6-fluoro-7-piperazinyl-4-oxo-3-quinolinecarboxylic acid;1-(tert-Butyl)-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid;1-(tert-Butyl)-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylicacid;1-tert-Butyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,4-dihydro-quinoline-3-carboxylic acid

Chemical Property of 3-Quinolinecarboxylic acid, 1,4-dihydro-1-(1,1-dimethylethyl)-6-fluoro-4-oxo-7-(1-piperazinyl)-

Chemical Property:

• Vapor Pressure: 4.27E-13mmHg at 25°C
• Boiling Point: 553.7°Cat760mmHg
• Flash Point: 288.7°C
• Density: 1.305g/cm³
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 347.16451973
• Heavy Atom Count: 25
• Complexity: 581

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)N1C=C(C(=O)C2=CC(=C(C=C21)N3CCNCC3)F)C(=O)O

Technology Process of 3-Quinolinecarboxylic acid, 1,4-dihydro-1-(1,1-dimethylethyl)-6-fluoro-4-oxo-7-(1-piperazinyl)-

There total 8 articles about 3-Quinolinecarboxylic acid, 1,4-dihydro-1-(1,1-dimethylethyl)-6-fluoro-4-oxo-7-(1-piperazinyl)- 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: 69.0%

piperazine (110-85-0) + 6-Fluoro-7-chloro-1-(1,1-dimethylethyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (116163-13-4) → 1-(tert-butyl)-7-(piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (116162-74-4)

Guidance literature:

With pyridine; for 18h; Heating;

DOI:10.1021/jm00123a005

Reference yield:

1-tert-Butyl-7-chloro-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester (116163-44-1) → 1-(tert-butyl)-7-(piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (116162-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / 0.5 h / Heating

2: dimethylformamide / 8 h / 140 °C

With sodium hydroxide; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2005.02.037

Reference yield:

piperazine (110-85-0) + 6-Fluoro-7-chloro-1-(1,1-dimethylethyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid (116163-13-4) → 1-(1,1-dimethylethyl)-1,4-dihydro-6-fluoro-7-piperazinyl-4-oxo-3-quinolinecarboxylic acid, methane sulfonate + 1-(tert-butyl)-7-(piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid (116162-74-4)

Guidance literature:

In pyridine; acetic acid;

upstream raw materials:

piperazine

6-Fluoro-7-chloro-1-(1,1-dimethylethyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

3-chloro-4-fluorophenylamine

1-tert-Butyl-7-chloro-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester