1-Benzyl-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,6]naphthyridine-3-carboxylic acid

Base Information

• Chemical Name: 1-Benzyl-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,6]naphthyridine-3-carboxylic acid
• CAS No.: 83785-87-9
• Molecular Formula: C₂₀H₂₀N₄O₃
• Molecular Weight: 364.404
• Mol file: 83785-87-9.mol

Synonyms:1-Benzyl-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,6]naphthyridine-3-carboxylic acid

Chemical Property of 1-Benzyl-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,6]naphthyridine-3-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Benzyl-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,6]naphthyridine-3-carboxylic acid

There total 4 articles about 1-Benzyl-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,6]naphthyridine-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: 70.0%

1-Benzyl-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,6]naphthyridine-3-carboxylic acid benzyl ester (83785-84-6) → 1-Benzyl-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,6]naphthyridine-3-carboxylic acid (83785-87-9)

Guidance literature:

With sodium hydroxide; at 100 ℃;

DOI:10.1248/cpb.30.2399

Reference yield:

4-Amino-2-chloropyridine (14432-12-3) → 1-Benzyl-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,6]naphthyridine-3-carboxylic acid (83785-87-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 59 percent / 10 h / 90 °C / excess of diethyl ethoxymethylenemalonate

2: 2.) anhydrous K₂CO₃ / 1.) diphenyl ether, 250 deg C, 20 min, 2.) DMF, 60-70 degh C, 2-3 h

3: 56 percent / ethanol / 5 h / Heating

4: 70 percent / 10percent aq. NaOH / 100 °C

With sodium hydroxide; potassium carbonate; In ethanol;

DOI:10.1248/cpb.30.2399

Reference yield:

diethyl N-(2-chloro-4-pyridyl)aminomethylenemalonate (54132-23-9) → 1-Benzyl-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,6]naphthyridine-3-carboxylic acid (83785-87-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) anhydrous K₂CO₃ / 1.) diphenyl ether, 250 deg C, 20 min, 2.) DMF, 60-70 degh C, 2-3 h

2: 56 percent / ethanol / 5 h / Heating

3: 70 percent / 10percent aq. NaOH / 100 °C

With sodium hydroxide; potassium carbonate; In ethanol;

DOI:10.1248/cpb.30.2399

upstream raw materials:

1-Benzyl-4-oxo-7-piperazin-1-yl-1,4-dihydro-[1,6]naphthyridine-3-carboxylic acid benzyl ester

4-Amino-2-chloropyridine

diethyl N-(2-chloro-4-pyridyl)aminomethylenemalonate

1-Benzyl-7-chloro-4-oxo-1,4-dihydro-[1,6]naphthyridine-3-carboxylic acid benzyl ester