1,8-Naphthyridine-3-carboxylic acid, 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4- oxo-, monohydrochloride

Base Information

• Chemical Name: 1,8-Naphthyridine-3-carboxylic acid, 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4- oxo-, monohydrochloride
• CAS No.: 104069-97-8
• Molecular Formula: C20H17F3N4O3.ClH
• Molecular Weight: 454.836
• Mol file: 104069-97-8.mol

Synonyms:

Chemical Property of 1,8-Naphthyridine-3-carboxylic acid, 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4- oxo-, monohydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,8-Naphthyridine-3-carboxylic acid, 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4- oxo-, monohydrochloride

There total 7 articles about 1,8-Naphthyridine-3-carboxylic acid, 1-(2,4-difluorophenyl)-6-fluoro-1,4-dihydro-7-(3-methyl-1-piperazinyl)-4- oxo-, monohydrochloride 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: 73.9%

1-(2,4-Difluoro-phenyl)-6-fluoro-7-(3-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester (100491-63-2) → 1-(2,4-Difluoro-phenyl)-6-fluoro-7-(3-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid; hydrochloride (104069-97-8)

Guidance literature:

With hydrogenchloride; at 110 ℃; for 24h;

Reference yield:

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid (82671-06-5) → 1-(2,4-Difluoro-phenyl)-6-fluoro-7-(3-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid; hydrochloride (104069-97-8)

Guidance literature:

Multi-step reaction with 6 steps

1: thionyl chloride / 2 h / 80 °C

2: 1.) n-BuLi, biquinoline / 1.) THF, hexane, from -30 deg C to -5 deg C, 2.) THF, hexane, RT, 1 h

3: 1.) Ac₂O / 1.) 130 deg C, 1 h, 2.) CH₂Cl₂, RT, 0.5 h

4: 86.5 percent / NaH / tetrahydrofuran / 1 h / Heating

5: 85.7 percent / pyridine / 3 h / Ambient temperature

6: 73.9 percent / 6N aq. HCl / 24 h / 110 °C

With pyridine; hydrogenchloride; n-butyllithium; thionyl chloride; biquinoline; acetic anhydride; sodium hydride; In tetrahydrofuran;

Reference yield:

ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate (96568-04-6) → 1-(2,4-Difluoro-phenyl)-6-fluoro-7-(3-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid; hydrochloride (104069-97-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Ac₂O / 1.) 130 deg C, 1 h, 2.) CH₂Cl₂, RT, 0.5 h

2: 86.5 percent / NaH / tetrahydrofuran / 1 h / Heating

3: 85.7 percent / pyridine / 3 h / Ambient temperature

4: 73.9 percent / 6N aq. HCl / 24 h / 110 °C

With pyridine; hydrogenchloride; acetic anhydride; sodium hydride; In tetrahydrofuran;

upstream raw materials:

1-(2,4-Difluoro-phenyl)-6-fluoro-7-(3-methyl-piperazin-1-yl)-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester

ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate

2,6-dichloro-5-fluoro-3-nicotinoyl chloride

2,6-dichloro-5-fluoro-3-pyridinecarboxylic acid