5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2-tert-butyl-benzoic acid methyl ester

Base Information

Chemical Name:5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2-tert-butyl-benzoic acid methyl ester
CAS No.:873054-55-8
Molecular Formula:C₂₂H₂₂N₂O₄
Molecular Weight:378.428
Hs Code.:

Synonyms:5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2-tert-butyl-benzoic acid methyl ester

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Chemical Property of 5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2-tert-butyl-benzoic acid methyl ester

Chemical Property:

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Technology Process of 5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2-tert-butyl-benzoic acid methyl ester

There total 4 articles about 5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2-tert-butyl-benzoic acid methyl 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: 80.0%

: 873056-34-9
methyl 2-tert-butyl-5-aminobenzoate

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

: 873054-55-8
5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2-tert-butyl-benzoic acid methyl ester

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 60 ℃; for 18h;
DOI:10.1021/jm5012808

Reference yield:

: 3282-56-2
4-tert-butylnitrobenzene

: 873054-55-8
5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2-tert-butyl-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: sulfuric acid; silver(II) sulfate; bromine / 16 h / 25 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 5 h / Sealed tube; Inert atmosphere; Heating

3: sulfuric acid / 0.5 h / 200 °C / Microwave irradiation

4: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 25 °C

5: palladium 10% on activated carbon; potassium formate; water / ethanol / 0.67 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 / 18 h / 60 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; silver(II) sulfate; sulfuric acid; palladium 10% on activated carbon; water; bromine; potassium formate; potassium carbonate; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm5012808

Reference yield:

: 873056-33-8
methyl 2-tert-butyl-5-nitrobenzoate

: 873054-55-8
5-[(4-oxo-1H-quinolin-3-yl)carbonylamino]-2-tert-butyl-benzoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; potassium formate; water / ethanol / 0.67 h / Reflux

2: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 18 h / 60 °C

With palladium 10% on activated carbon; water; potassium formate; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jm5012808