5-bromo-2-(4-fluorophenyl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide

Base Information

• Chemical Name: 5-bromo-2-(4-fluorophenyl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide
• CAS No.: 1333244-33-9
• Molecular Formula: C₁₇H₁₄BrFN₂O₄S
• Molecular Weight: 441.278
• Mol file: 1333244-33-9.mol

Synonyms:5-bromo-2-(4-fluorophenyl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 20 articles about 5-bromo-2-(4-fluorophenyl)-N-methyl-6-(methylsulfonamido)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: 97.5%

6-amino-5-bromo-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide (1427035-59-3) + methanesulfonyl chloride (124-63-0) → 5-bromo-2-(4-fluorophenyl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide (1333244-33-9)

Guidance literature:

With pyridine; In dichloromethane; at 27 - 32 ℃; for 17h; Inert atmosphere; Large scale;

DOI:10.1021/acs.oprd.6b00141

Reference yield: 94.0%

5-bromo-2-(4-fluoro-phenyl)-6-methanesulfonylamino-benzofuran-3-carboxylic acid (1333244-32-8) + methylamine hydrochloride (593-51-1) → 5-bromo-2-(4-fluorophenyl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide (1333244-33-9)

Guidance literature:

5-bromo-2-(4-fluoro-phenyl)-6-methanesulfonylamino-benzofuran-3-carboxylic acid; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

methylamine hydrochloride; With triethylamine; In N,N-dimethyl-formamide;

Reference yield:

5-bromo-2-(4-fluoro-phenyl)-6-methanesulfonylamino-benzofuran-3-carboxylic acid ethyl ester (1333340-16-1) → 5-bromo-2-(4-fluorophenyl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide (1333244-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide monohydrate / water; 1,4-dioxane / 3 h / 100 °C

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

With lithium hydroxide monohydrate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In 1,4-dioxane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2014.02.051

upstream raw materials:

2-Hydroxyphenylacetic acid

5-bromo-2-hydroxylphenylacetic acid methyl ester

5-bromo-2-(4-fluoro-phenyl)-6-methanesulfonylamino-benzofuran-3-carboxylic acid

methylamine hydrochloride

Downstream raw materials:

5-bromo-2-(4-fluorophenyl)-N-methyl-6-(N-(2-morpholinoethyl)methylsulfonamido)benzofuran-3-carboxamide

5-bromo-2-(4-fluorophenyl)-6-(N-(3-hydroxypropyl)methylsulfonamido)-N-methylbenzofuran-3-carboxamide

2-(4-fluorophenyl)-6-(N-(3-hydroxypropyl)methylsulfonamido)-N-methyl-5-(3-(oxazolo[4,5-b]pyridin-2-yl)phenyl)benzofuran-3-carboxamide

2-(4-fluorophenyl)-N-methyl-6-(N-(2-morpholinoethyl)methylsulfonamido)-5-(3-(oxazolo[4,5-b]pyridine-2-yl)phenyl)benzofuran-3-carboxamide