1-(2,4-difluorophenyl)-6-fluoro-7-(3,3-dimethylpiperazin-1-yl)-1,4-dihydro-4-oxo<1,8>naphthyridine-3-carboxylic acid hydrochloride

Base Information

• Chemical Name: 1-(2,4-difluorophenyl)-6-fluoro-7-(3,3-dimethylpiperazin-1-yl)-1,4-dihydro-4-oxo<1,8>naphthyridine-3-carboxylic acid hydrochloride
• CAS No.: 145122-53-8
• Molecular Formula: C₂₁H₁₉F₃N₄O₃*ClH
• Molecular Weight: 468.863
• Mol file: 145122-53-8.mol

Synonyms:1-(2,4-difluorophenyl)-6-fluoro-7-(3,3-dimethylpiperazin-1-yl)-1,4-dihydro-4-oxo<1,8>naphthyridine-3-carboxylic acid hydrochloride

Chemical Property of 1-(2,4-difluorophenyl)-6-fluoro-7-(3,3-dimethylpiperazin-1-yl)-1,4-dihydro-4-oxo<1,8>naphthyridine-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-oxo<1,8>naphthyridine-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-oxo<1,8>naphthyridine-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: 94.0%

2,2-dimethylpiperazine dihydrochloride (128427-07-6) + 7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid (100492-04-4) → 1-(2,4-difluorophenyl)-6-fluoro-7-(3,3-dimethylpiperazin-1-yl)-1,4-dihydro-4-oxo<1,8>naphthyridine-3-carboxylic acid hydrochloride (145122-53-8)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; triethylamine; 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-oxo<1,8>naphthyridine-3-carboxylic acid hydrochloride (145122-53-8)

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: 94 percent / triethylamine, N-methylpyrrolidinone / 18 h / 50 °C

With 1-methyl-pyrrolidin-2-one; hydrogenchloride; borane-THF; hydrogen; triethylamine; palladium on activated charcoal; In 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-oxo<1,8>naphthyridine-3-carboxylic acid hydrochloride (145122-53-8)

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: 94 percent / triethylamine, N-methylpyrrolidinone / 18 h / 50 °C

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

DOI:10.1139/v92-171

upstream raw materials:

2,2-dimethylpiperazine dihydrochloride

7-chloro-1-(2,4-difluorophenyl)-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid

ethyl 2-N-carbobenzyloxyglycylamino-2-methylpropionate

2,2-dimethyl-3,6-dioxopiperazine