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

Base Information

Chemical Name:4-[1-[(4-fluorophenyl)methyl]-7-(N-methylpiperazin-1-yl)-4-(1H)-quinolinon-3-yl]-2-hydroxy-4-oxo-2-butenoic acid ethyl ester
CAS No.:1598381-73-7
Molecular Formula:C₂₇H₂₈FN₃O₅
Molecular Weight:493.535
Hs Code.:

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

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Chemical Property of 4-[1-[(4-fluorophenyl)methyl]-7-(N-methylpiperazin-1-yl)-4-(1H)-quinolinon-3-yl]-2-hydroxy-4-oxo-2-butenoic acid ethyl ester

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Technology Process of 4-[1-[(4-fluorophenyl)methyl]-7-(N-methylpiperazin-1-yl)-4-(1H)-quinolinon-3-yl]-2-hydroxy-4-oxo-2-butenoic acid ethyl ester

There total 4 articles about 4-[1-[(4-fluorophenyl)methyl]-7-(N-methylpiperazin-1-yl)-4-(1H)-quinolinon-3-yl]-2-hydroxy-4-oxo-2-butenoic acid ethyl ester 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: 99.0%

: 1598381-64-6
3-acetyl-1-[(4-fluorophenyl)methyl]-7-(4-methylpiperazin-1-yl)quinolin-4(1H)-one

: 95-92-1
oxalic acid diethyl ester

: 1598381-73-7
4-[1-[(4-fluorophenyl)methyl]-7-(N-methylpiperazin-1-yl)-4-(1H)-quinolinon-3-yl]-2-hydroxy-4-oxo-2-butenoic acid ethyl ester

Guidance literature:: With sodium ethanolate; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jm5001503

Reference yield:

: 372-19-0
meta-fluoroaniline

: 1598381-73-7
4-[1-[(4-fluorophenyl)methyl]-7-(N-methylpiperazin-1-yl)-4-(1H)-quinolinon-3-yl]-2-hydroxy-4-oxo-2-butenoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 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

4: sodium ethanolate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With diphenyl ether-biphenyl eutectic; sodium ethanolate; potassium carbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm5001503

Reference yield:

: 1023293-76-6
3-acetyl-7-fluoro-4(1H)-quinolinone

: 1598381-73-7
4-[1-[(4-fluorophenyl)methyl]-7-(N-methylpiperazin-1-yl)-4-(1H)-quinolinon-3-yl]-2-hydroxy-4-oxo-2-butenoic acid ethyl ester

Guidance literature:: Multi-step reaction with 3 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

3: sodium ethanolate / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

With sodium ethanolate; potassium carbonate; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm5001503