1-(2,4-difluorophenyl)-6-fluoro-7-(3,3-dimethylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride

Base Information

• Chemical Name: 1-(2,4-difluorophenyl)-6-fluoro-7-(3,3-dimethylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride
• CAS No.: 145122-52-7
• Molecular Formula: C₂₂H₂₀F₃N₃O₃*ClH
• Molecular Weight: 467.875
• Mol file: 145122-52-7.mol

Synonyms:1-(2,4-difluorophenyl)-6-fluoro-7-(3,3-dimethylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride

Chemical Property of 1-(2,4-difluorophenyl)-6-fluoro-7-(3,3-dimethylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(2,4-difluorophenyl)-6-fluoro-7-(3,3-dimethylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride

There total 3 articles about 1-(2,4-difluorophenyl)-6-fluoro-7-(3,3-dimethylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride 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: 77.0%

6,7-difluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid (103995-01-3) + 2,2-dimethylpiperazine dihydrochloride (128427-07-6) → 1-(2,4-difluorophenyl)-6-fluoro-7-(3,3-dimethylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride (145122-52-7)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; triethylamine; In diethyl ether; at 50 ℃; for 18h;

DOI:10.1139/v92-171

Reference yield:

ethyl 2-N-carbobenzyloxyglycylamino-2-methylpropionate (2420-10-2) → 1-(2,4-difluorophenyl)-6-fluoro-7-(3,3-dimethylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride (145122-52-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / H₂ / 10percent Pd/C / ethanol / 3040 Torr

2: 1.) borane*THF 2.) HCl / 1.) THF, 60 deg C, 20 h 2.) methanol, reflux, 2 h

3: 77 percent / triethylamine, N-methylpyrrolidinone / diethyl ether / 18 h / 50 °C

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; borane-THF; hydrogen; triethylamine; palladium on activated charcoal; In diethyl ether; ethanol;

DOI:10.1139/v92-171

Reference yield:

2,2-dimethyl-3,6-dioxopiperazine (33477-74-6) → 1-(2,4-difluorophenyl)-6-fluoro-7-(3,3-dimethylpiperazin-1-yl)-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrochloride (145122-52-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) borane*THF 2.) HCl / 1.) THF, 60 deg C, 20 h 2.) methanol, reflux, 2 h

2: 77 percent / triethylamine, N-methylpyrrolidinone / diethyl ether / 18 h / 50 °C

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; borane-THF; triethylamine; In diethyl ether;

DOI:10.1139/v92-171

upstream raw materials:

6,7-difluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-3-quinoline-carboxylic acid

2,2-dimethylpiperazine dihydrochloride

ethyl 2-N-carbobenzyloxyglycylamino-2-methylpropionate

2,2-dimethyl-3,6-dioxopiperazine