1-tert-Butyl-7-(3,5-dimethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Base Information

• Chemical Name: 1-tert-Butyl-7-(3,5-dimethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid
• CAS No.: 116162-85-7
• Molecular Formula: C₂₀H₂₆FN₃O₃
• Molecular Weight: 375.443
• Mol file: 116162-85-7.mol

Synonyms:PD161315;PD 161315;1-tert-Butyl-7-(3,5-dimethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid;1-tert-Butyl-7-(3,5-dimethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydr o-quinoline-3-carboxylic acid;1-tert-butyl-7-[(3S,5R)-3,5-dimethylpiperazin-1-yl]-6-fluoro-4-oxoquinoline-3-carboxylic acid;1-tert-butyl-7-[(3S,5R)-3,5-dimethylpiperazin-1-yl]-6-fluoro-4-oxo-quinoline-3-carboxylic acid

Chemical Property of 1-tert-Butyl-7-(3,5-dimethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Chemical Property:

• Vapor Pressure: 3.43E-13mmHg at 25°C
• Boiling Point: 555.9°C at 760 mmHg
• Flash Point: 290°C
• PSA: 74.57000
• Density: 1.226g/cm³
• LogP: 3.17420
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 3
• Exact Mass: 375.19581986
• Heavy Atom Count: 27
• Complexity: 635

Purity/Quality:

1-TERT-BUTYL-7-(3,5-DIMETHYL-PIPERAZIN-1-YL)-6-FLUORO-4-OXO-1,4-DIHYDR O-QUINOLINE-3-CARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CN(CC(N1)C)C2=C(C=C3C(=C2)N(C=C(C3=O)C(=O)O)C(C)(C)C)F
• Isomeric SMILES: C[C@@H]1CN(C[C@@H](N1)C)C2=C(C=C3C(=C2)N(C=C(C3=O)C(=O)O)C(C)(C)C)F

Technology Process of 1-tert-Butyl-7-(3,5-dimethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

There total 3 articles about 1-tert-Butyl-7-(3,5-dimethyl-piperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydro-quinoline-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: 59.0%

1-(1,1-dimethylethyl)-1,4-dihydro-6,7-difluoro-4-oxo-3-quinolinecarboxylic acid (116163-14-5) + 3,5-dimethylpiperazine (108-49-6) → 7-((3,5-dimethyl)-1-piperazinyl)-1-(1,1-dimethylethyl)-1,4-dihydro-6-fluoro-4-oxo-3-quinolinecarboxylic acid (116162-85-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; for 2h; Heating;

DOI:10.1021/jm00167a010

Reference yield:

ethyl 1-(tert-butyl)-6,7-difluoro-4-oxo-1,4-dihydroquinolin-3-carboxylate (116163-43-0) → 7-((3,5-dimethyl)-1-piperazinyl)-1-(1,1-dimethylethyl)-1,4-dihydro-6-fluoro-4-oxo-3-quinolinecarboxylic acid (116162-85-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 2 N aq. NaOH

2: 59 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU) / acetonitrile / 2 h / Heating

With sodium hydroxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile;

DOI:10.1021/jm00167a010

Reference yield:

→ 7-((3,5-dimethyl)-1-piperazinyl)-1-(1,1-dimethylethyl)-1,4-dihydro-6-fluoro-4-oxo-3-quinolinecarboxylic acid (116162-85-7)

Guidance literature:

upstream raw materials:

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

3,5-dimethylpiperazine

ethyl 1-(tert-butyl)-6,7-difluoro-4-oxo-1,4-dihydroquinolin-3-carboxylate