1-(3-(4-(3-Chlorophenyl)-1-piperazinyl)propyl)-5-methoxy-3,4-dihydro-2-quinolinone

Base Information

• Chemical Name: 1-(3-(4-(3-Chlorophenyl)-1-piperazinyl)propyl)-5-methoxy-3,4-dihydro-2-quinolinone
• CAS No.: 145969-30-8
• Molecular Formula: C23H28ClN3O2
• Molecular Weight: 413.946
• UNII: 1981OTB4DS
• Nikkaji Number: J824.147C
• Pharos Ligand ID: 75QHNW3851DS
• Metabolomics Workbench ID: 149469
• ChEMBL ID: CHEMBL294144
• Mol file: 145969-30-8.mol

Synonyms:1-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-3,4-dihydro-5-methoxy-2(1H)-quinolinone;1-CPPDM-quinolone;OPC-14523

Chemical Property of 1-(3-(4-(3-Chlorophenyl)-1-piperazinyl)propyl)-5-methoxy-3,4-dihydro-2-quinolinone

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 413.1870048
• Heavy Atom Count: 29
• Complexity: 540

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1CCC(=O)N2CCCN3CCN(CC3)C4=CC(=CC=C4)Cl

Technology Process of 1-(3-(4-(3-Chlorophenyl)-1-piperazinyl)propyl)-5-methoxy-3,4-dihydro-2-quinolinone

There total 3 articles about 1-(3-(4-(3-Chlorophenyl)-1-piperazinyl)propyl)-5-methoxy-3,4-dihydro-2-quinolinone 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: 66.0%

N-(m-chlorophenyl)piperazine (6640-24-0) + 3,4-dihydro-1-(3-iodopropyl)-5-methoxy-2(1H)-quinolinone → 1-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-5-methoxy-3,4-dihydro-2-quinolinone (145969-30-8)

Guidance literature:

With potassium carbonate; In acetonitrile; at 80 ℃; for 2h;

DOI:10.1021/jm980333v

Reference yield:

3,4-dihydro-5-methoxy-2(1H)-quinolinone (30557-06-3) → 1-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-5-methoxy-3,4-dihydro-2-quinolinone (145969-30-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaH / dimethylformamide / 0.5 h / 20 °C

1.2: 39 percent / dimethylformamide / 8 h / 60 °C

2.1: NaI / acetonitrile / 0.5 h / Heating

3.1: 66 percent / K₂CO₃ / acetonitrile / 2 h / 80 °C

With sodium hydride; potassium carbonate; sodium iodide; In N,N-dimethyl-formamide; acetonitrile; 1.1: Metallation / 1.2: Alkylation / 2.1: Substitution / 3.1: amination;

DOI:10.1021/jm980333v

Reference yield:

1-(3-chloropropyl)-3,4-dihydro-5-methoxy-2(1H)-quinolinone (145969-87-5) → 1-(3-(4-(3-chlorophenyl)-1-piperazinyl)propyl)-5-methoxy-3,4-dihydro-2-quinolinone (145969-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NaI / acetonitrile / 0.5 h / Heating

2: 66 percent / K₂CO₃ / acetonitrile / 2 h / 80 °C

With potassium carbonate; sodium iodide; In acetonitrile; 1: Substitution / 2: amination;

DOI:10.1021/jm980333v

upstream raw materials:

N-(m-chlorophenyl)piperazine

3,4-dihydro-5-methoxy-2(1H)-quinolinone

1-(3-chloropropyl)-3,4-dihydro-5-methoxy-2(1H)-quinolinone