cyclopropyl-6-(4-fluorobenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Base Information

Chemical Name:cyclopropyl-6-(4-fluorobenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
CAS No.:1616491-22-5
Molecular Formula:C₂₀H₁₆FNO₃
Molecular Weight:337.35
Hs Code.:

Synonyms:cyclopropyl-6-(4-fluorobenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

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Chemical Property of cyclopropyl-6-(4-fluorobenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

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Technology Process of cyclopropyl-6-(4-fluorobenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

There total 7 articles about cyclopropyl-6-(4-fluorobenzyl)-4-oxo-1,4-dihydroquinoline-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: 92.0%

: 1616491-57-6
ethyl 1-cyclopropyl-6-(4-fluorobenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylate

: 1616491-22-5
cyclopropyl-6-(4-fluorobenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Guidance literature:: With hydrogenchloride; water; In methanol; for 2h; Reflux;
DOI:10.1016/j.bmc.2014.05.028

Reference yield:

: 124700-41-0
2-fluoro-5-iodobenzoic acid

: 1616491-22-5
cyclopropyl-6-(4-fluorobenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: thionyl chloride / Reflux

2: triethylamine / toluene / Reflux

3: ethanol; diethyl ether / 20 °C

4: potassium carbonate / N,N-dimethyl-formamide / 0.67 h / 100 °C

5: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane / tetrahydrofuran / 3 h / 65 °C / Inert atmosphere

6: water; hydrogenchloride / methanol / 2 h / Reflux

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; thionyl chloride; trifuran-2-yl-phosphane; water; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; ethanol; N,N-dimethyl-formamide; toluene; 5: |Negishi Coupling;
DOI:10.1016/j.bmc.2014.05.028

Reference yield:

: 186584-73-6
2-fluoro-5-iodobenzoyl chloride

: 1616491-22-5
cyclopropyl-6-(4-fluorobenzyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: triethylamine / toluene / Reflux

2: ethanol; diethyl ether / 20 °C

3: potassium carbonate / N,N-dimethyl-formamide / 0.67 h / 100 °C

4: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane / tetrahydrofuran / 3 h / 65 °C / Inert atmosphere

5: water; hydrogenchloride / methanol / 2 h / Reflux

With hydrogenchloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; water; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; diethyl ether; ethanol; N,N-dimethyl-formamide; toluene; 4: |Negishi Coupling;
DOI:10.1016/j.bmc.2014.05.028