3-Quinolinecarboxamide, N-[4-(1,1-dimethylethyl)-2-fluoro-5-hydroxyphenyl]-1,4-dihydro-4-oxo-

Base Information

Chemical Name:3-Quinolinecarboxamide, N-[4-(1,1-dimethylethyl)-2-fluoro-5-hydroxyphenyl]-1,4-dihydro-4-oxo-
CAS No.:873051-59-3
Molecular Formula:C₂₀H₁₉FN₂O₃
Molecular Weight:354.381
Hs Code.:

Synonyms:

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Chemical Property of 3-Quinolinecarboxamide, N-[4-(1,1-dimethylethyl)-2-fluoro-5-hydroxyphenyl]-1,4-dihydro-4-oxo-

Chemical Property:

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Technology Process of 3-Quinolinecarboxamide, N-[4-(1,1-dimethylethyl)-2-fluoro-5-hydroxyphenyl]-1,4-dihydro-4-oxo-

There total 7 articles about 3-Quinolinecarboxamide, N-[4-(1,1-dimethylethyl)-2-fluoro-5-hydroxyphenyl]-1,4-dihydro-4-oxo- 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: 23.0%

: 873055-45-9
2-tert-butyl-5-amino-4-fluorophenol

: 13721-01-2
4-oxo-1,4-dihydroquinoline-3-carboxylic acid

: 873051-59-3
N-(4-tert-butyl-2-fluoro-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

Guidance literature:: With triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 70 ℃; for 12h;
DOI:10.1021/jm5012808

Reference yield:

: 371-41-5
4-Fluorophenol

: 873051-59-3
N-(4-tert-butyl-2-fluoro-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: aluminum (III) chloride; sulfuric acid / dichloromethane / 16 h / 25 °C

2: triethylamine / 1 h / 25 °C

3: sulfuric acid; nitric acid / 2 h / 0 - 25 °C

4: piperidine / dichloromethane / 1 h / 25 °C

5: ammonium formate; 5%-palladium/activated carbon / ethanol / 1 h / Reflux

6: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 12 h / 70 °C

With piperidine; aluminum (III) chloride; sulfuric acid; 5%-palladium/activated carbon; nitric acid; ammonium formate; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In ethanol; dichloromethane; N,N-dimethyl-formamide; 1: |Friedel-Crafts Alkylation;
DOI:10.1021/jm5012808

Reference yield:

: 873055-42-6
2-tert-butyl-4-fluoro-5-nitrophenyl methyl carbonate

: 873051-59-3
N-(4-tert-butyl-2-fluoro-5-hydroxyphenyl)-4-oxo-1,4-dihydroquinoline-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: piperidine / dichloromethane / 1 h / 25 °C

2: ammonium formate; 5%-palladium/activated carbon / ethanol / 1 h / Reflux

3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 12 h / 70 °C

With piperidine; 5%-palladium/activated carbon; ammonium formate; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm5012808