3-acetyl-1-[(4-fluorophenyl)methyl]-7-[4-(3-hydroxypropyl)piperazin-1-yl]quinolin-4(1H)-one

Base Information

• Chemical Name: 3-acetyl-1-[(4-fluorophenyl)methyl]-7-[4-(3-hydroxypropyl)piperazin-1-yl]quinolin-4(1H)-one
• CAS No.: 1598381-70-4
• Molecular Formula: C₂₅H₂₈FN₃O₃
• Molecular Weight: 437.514

Synonyms:3-acetyl-1-[(4-fluorophenyl)methyl]-7-[4-(3-hydroxypropyl)piperazin-1-yl]quinolin-4(1H)-one

Chemical Property of 3-acetyl-1-[(4-fluorophenyl)methyl]-7-[4-(3-hydroxypropyl)piperazin-1-yl]quinolin-4(1H)-one

Chemical Property:

Purity/Quality:

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Technology Process of 3-acetyl-1-[(4-fluorophenyl)methyl]-7-[4-(3-hydroxypropyl)piperazin-1-yl]quinolin-4(1H)-one

There total 3 articles about 3-acetyl-1-[(4-fluorophenyl)methyl]-7-[4-(3-hydroxypropyl)piperazin-1-yl]quinolin-4(1H)-one 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: 78.0%

3-(1-piperazinyl)-1-propanol (5317-32-8) + 3-acetyl-7-fluoro-1-[(4-fluorophenyl)methyl]quinolin-4(1H)-one (1043896-77-0) → 3-acetyl-1-[(4-fluorophenyl)methyl]-7-[4-(3-hydroxypropyl)piperazin-1-yl]quinolin-4(1H)-one (1598381-70-4)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 153 ℃; for 0.166667h; Microwave irradiation;

DOI:10.1021/jm5001503

Reference yield:

meta-fluoroaniline (372-19-0) → 3-acetyl-1-[(4-fluorophenyl)methyl]-7-[4-(3-hydroxypropyl)piperazin-1-yl]quinolin-4(1H)-one (1598381-70-4)

Guidance literature:

Multi-step reaction with 3 steps

1: diphenyl ether-biphenyl eutectic / 8 h / 95 - 254 °C / Inert atmosphere; Dean-Stark

2: potassium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C

3: triethylamine / N,N-dimethyl-formamide / 0.17 h / 153 °C / Microwave irradiation

With diphenyl ether-biphenyl eutectic; potassium carbonate; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm5001503

Reference yield:

3-acetyl-7-fluoro-4(1H)-quinolinone (1023293-76-6) → 3-acetyl-1-[(4-fluorophenyl)methyl]-7-[4-(3-hydroxypropyl)piperazin-1-yl]quinolin-4(1H)-one (1598381-70-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 100 °C

2: triethylamine / N,N-dimethyl-formamide / 0.17 h / 153 °C / Microwave irradiation

With potassium carbonate; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1021/jm5001503

upstream raw materials:

3-(1-piperazinyl)-1-propanol

3-acetyl-7-fluoro-1-[(4-fluorophenyl)methyl]quinolin-4(1H)-one

meta-fluoroaniline

3-acetyl-7-fluoro-4(1H)-quinolinone

Downstream raw materials:

4-[1-4-[(4-fluorophenyl)methyl]-7-[N-(3-chloroprop-1-yl)-piperazin-1-yl]-4-(1H)-quinolinon-3-yl]-2-hydroxy-4-oxo-2-butenoic acid ethyl ester

4-[1-[(4-fluorophenyl)methyl]-7-[N-(3-chloroprop-1-yl)piperazin-1-yl]-4-(1H)-quinolinon-3-yl]-2-hydroxy-4-oxo-2-butenoic acid

3-acetyl-7-[4-(3-chloropropyl)piperazin-1-yl]-1-[(4-fluorophenyl)methyl]quinolin-4(1H)-one

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