7-(2,6-Dimethyl-pyridin-4-yl)-6-fluoro-1-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Base Information

Chemical Name:7-(2,6-Dimethyl-pyridin-4-yl)-6-fluoro-1-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester
CAS No.:167556-68-5
Molecular Formula:C₂₅H₂₀F₂N₂O₃
Molecular Weight:434.442
Hs Code.:

Synonyms:7-(2,6-Dimethyl-pyridin-4-yl)-6-fluoro-1-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

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Chemical Property of 7-(2,6-Dimethyl-pyridin-4-yl)-6-fluoro-1-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

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Technology Process of 7-(2,6-Dimethyl-pyridin-4-yl)-6-fluoro-1-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

There total 8 articles about 7-(2,6-Dimethyl-pyridin-4-yl)-6-fluoro-1-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic 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: 66.0%

: 81128-26-9
2,6-dimethyl-4-(trimethyl-stannyl)pyridine

: 167556-65-2
ethyl 7-bromo-6-fluoro-1-(4-fluorophenyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylate

: 167556-68-5
7-(2,6-Dimethyl-pyridin-4-yl)-6-fluoro-1-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; for 24h; Heating;
DOI:10.1021/jm00014a005

Reference yield:

: 399-94-0
2-bromo-1,4-difluorobenzene

: 167556-68-5
7-(2,6-Dimethyl-pyridin-4-yl)-6-fluoro-1-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 76 percent / AlCl₃ / 1.5 h / 95 °C

2: 58 percent / NaH / 3 h / Ambient temperature

3: tetrahydrofuran / Ambient temperature

4: dioxane / 60 h / Heating

5: K₂CO₃ / dimethylformamide / 1 h / Heating

6: 66 percent / HMPA, PdCl₂(PPh₃)2 / dioxane / 24 h / Heating

With N,N,N,N,N,N-hexamethylphosphoric triamide; bis-triphenylphosphine-palladium(II) chloride; aluminium trichloride; sodium hydride; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jm00014a005

Reference yield:

: 28314-82-1
4-bromo-2,5-difluorobenzoic acid

: 167556-68-5
7-(2,6-Dimethyl-pyridin-4-yl)-6-fluoro-1-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: thionyl chloride / 3 h / Heating

2: 73 percent / BuLi

3: tetrahydrofuran / Ambient temperature

4: dioxane / 60 h / Heating

5: K₂CO₃ / dimethylformamide / 1 h / Heating

6: 66 percent / HMPA, PdCl₂(PPh₃)2 / dioxane / 24 h / Heating

With N,N,N,N,N,N-hexamethylphosphoric triamide; bis-triphenylphosphine-palladium(II) chloride; n-butyllithium; thionyl chloride; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jm00014a005