4‐[2‐(2,4‐difluorophenoxy)‐5‐ethanesulfonamidophenyl]‐6‐methyl‐7‐oxo‐1H‐pyrrolo[2,3‐c]pyridine‐2‐carboxylic acid

Base Information

Chemical Name:4‐[2‐(2,4‐difluorophenoxy)‐5‐ethanesulfonamidophenyl]‐6‐methyl‐7‐oxo‐1H‐pyrrolo[2,3‐c]pyridine‐2‐carboxylic acid
CAS No.:1446237-62-2
Molecular Formula:C₂₃H₁₉F₂N₃O₆S
Molecular Weight:503.483
Hs Code.:

Synonyms:4‐[2‐(2,4‐difluorophenoxy)‐5‐ethanesulfonamidophenyl]‐6‐methyl‐7‐oxo‐1H‐pyrrolo[2,3‐c]pyridine‐2‐carboxylic acid

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Chemical Property of 4‐[2‐(2,4‐difluorophenoxy)‐5‐ethanesulfonamidophenyl]‐6‐methyl‐7‐oxo‐1H‐pyrrolo[2,3‐c]pyridine‐2‐carboxylic acid

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Technology Process of 4‐[2‐(2,4‐difluorophenoxy)‐5‐ethanesulfonamidophenyl]‐6‐methyl‐7‐oxo‐1H‐pyrrolo[2,3‐c]pyridine‐2‐carboxylic acid

There total 14 articles about 4‐[2‐(2,4‐difluorophenoxy)‐5‐ethanesulfonamidophenyl]‐6‐methyl‐7‐oxo‐1H‐pyrrolo[2,3‐c]pyridine‐2‐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: 95.0%

: ethyl 4-(2-(2,4-difluorophenoxy)-5-(ethylsulfonamido)phenyl)-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate

: 1446237-62-2
4‐[2‐(2,4‐difluorophenoxy)‐5‐ethanesulfonamidophenyl]‐6‐methyl‐7‐oxo‐1H‐pyrrolo[2,3‐c]pyridine‐2‐carboxylic acid

Guidance literature:: With lithium hydroxide; In methanol; water; at 60 ℃;
DOI:10.1016/j.bioorg.2020.103817

Reference yield:

: ethyl 1-benzyl-4-(2-(2,4-difluorophenoxy)-5-(ethylsulfonamido)phenyl)-6-methyl-7-oxo-6,7-dihydro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate

: 1446237-62-2
4‐[2‐(2,4‐difluorophenoxy)‐5‐ethanesulfonamidophenyl]‐6‐methyl‐7‐oxo‐1H‐pyrrolo[2,3‐c]pyridine‐2‐carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: trifluoroacetic acid; sulfuric acid; methoxybenzene / 6 h / 60 °C

2: lithium hydroxide / water; methanol / 60 °C

With sulfuric acid; methoxybenzene; trifluoroacetic acid; lithium hydroxide; In methanol; water;
DOI:10.1016/j.bioorg.2020.103817

Reference yield:

: 367-27-1
2,4-difluorophenol

: 1446237-62-2
4‐[2‐(2,4‐difluorophenoxy)‐5‐ethanesulfonamidophenyl]‐6‐methyl‐7‐oxo‐1H‐pyrrolo[2,3‐c]pyridine‐2‐carboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 85 °C

2.1: iron; ammonium chloride / ethanol; tetrahydrofuran / 2 h / 100 °C

3.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C

3.2: 2 h / 100 °C

4.1: potassium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide; toluene; methanol / 12 h / 80 °C / Inert atmosphere

5.1: trifluoroacetic acid; sulfuric acid; methoxybenzene / 6 h / 60 °C

6.1: lithium hydroxide / water; methanol / 60 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sulfuric acid; iron; potassium carbonate; ammonium chloride; methoxybenzene; triethylamine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; 4.1: |Suzuki Coupling;
DOI:10.1016/j.bioorg.2020.103817