5-bromo-2-(4-formylphenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Base Information

Chemical Name:5-bromo-2-(4-formylphenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide
CAS No.:1621705-28-9
Molecular Formula:C₁₉H₁₇BrN₂O₅S
Molecular Weight:465.324
Hs Code.:

Synonyms:5-bromo-2-(4-formylphenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

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Chemical Property of 5-bromo-2-(4-formylphenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

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Technology Process of 5-bromo-2-(4-formylphenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

There total 10 articles about 5-bromo-2-(4-formylphenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide 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: 52.0%

: 1595284-69-7
5-bromo-2-iodo-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

: 87199-17-5
4-formylphenylboronic acid,

: 1621705-28-9
5-bromo-2-(4-formylphenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 2h; Inert atmosphere;

Reference yield:

: 137242-41-2
ethyl 5-bromo-1-benzofuran-3-carboxylate

: 1621705-28-9
5-bromo-2-(4-formylphenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: nitric acid / chloroform / 2.5 h / -20 - 0 °C

2.1: iron; ammonium chloride / methanol; tetrahydrofuran; water / 3 h / Reflux

3.1: lithium hydroxide monohydrate; water / 1,4-dioxane / 2 h / Reflux

4.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 2 h / 25 °C

4.2: 2 h

5.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

5.2: 1 h / -78 °C

6.1: N-iodo-succinimide / acetonitrile / 0 - 25 °C

7.1: pyridine / 1.5 h / 0 - 25 °C

8.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 0 - 80 °C / Inert atmosphere

9.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere

With pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N-iodo-succinimide; lithium hydroxide monohydrate; water; nitric acid; iron; sodium carbonate; potassium carbonate; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; methanol; chloroform; water; N,N-dimethyl-formamide; acetonitrile; 9.1: |Suzuki Coupling;

Reference yield:

: 1595284-76-6
6-amino-5-bromo-2-iodo-N-methylbenzofuran-3-carboxamide

: 1621705-28-9
5-bromo-2-(4-formylphenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 1.5 h / 0 - 25 °C

2: potassium carbonate / N,N-dimethyl-formamide / 1 h / 0 - 80 °C / Inert atmosphere

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate / N,N-dimethyl-formamide / 2 h / 100 °C / Inert atmosphere

With pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium carbonate; potassium carbonate; In N,N-dimethyl-formamide; 3: |Suzuki Coupling;