6-(N-(4-bromo-3-chlorophenyl)methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

Base Information

• Chemical Name: 6-(N-(4-bromo-3-chlorophenyl)methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide
• CAS No.: 1423007-34-4
• Molecular Formula: C₂₆H₂₁BrCl₂N₂O₄S
• Molecular Weight: 608.34
• Mol file: 1423007-34-4.mol

Synonyms:6-(N-(4-bromo-3-chlorophenyl)methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

Chemical Property of 6-(N-(4-bromo-3-chlorophenyl)methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-(N-(4-bromo-3-chlorophenyl)methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

There total 16 articles about 6-(N-(4-bromo-3-chlorophenyl)methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-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: 45.0%

6-(N-(4-amino-3-chlorophenyl)methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide (1423007-33-3) → 6-(N-(4-bromo-3-chlorophenyl)methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide (1423007-34-4)

Guidance literature:

6-(N-(4-amino-3-chlorophenyl)methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide; With hydrogen bromide; sodium nitrite; In water; acetonitrile; at 0 ℃; for 1h;

With copper(I) bromide; In water; acetonitrile; at 60 ℃; for 0.583333h;

Reference yield:

5-cyclopropyl-2-(4-chlorophenyl)-6-(methylsulfonamido)benzofuran-3-carboxylic acid (1331943-23-7) → 6-(N-(4-bromo-3-chlorophenyl)methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide (1423007-34-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 20 °C

1.2: 2 h

2.1: potassium carbonate / water; 1,2-dimethoxyethane / 20 - 100 °C / Sealed tube

3.1: hydrogen; 5 % platinum carbon sulfide / tetrahydrofuran; methanol / 18 h / 2327.23 Torr

4.1: hydrogen bromide; sodium nitrite / acetonitrile; water / 1 h / 0 °C

4.2: 0.58 h / 60 °C

With 5 % platinum carbon sulfide; hydrogen bromide; hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; HATU; sodium nitrite; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; acetonitrile; 4.1: |Sandmeyer Reaction;

Reference yield:

2-(4-chlorophenyl)-5-cyclopropyl-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide (1331943-24-8) → 6-(N-(4-bromo-3-chlorophenyl)methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide (1423007-34-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / water; 1,2-dimethoxyethane / 20 - 100 °C / Sealed tube

2.1: hydrogen; 5 % platinum carbon sulfide / tetrahydrofuran; methanol / 18 h / 2327.23 Torr

3.1: hydrogen bromide; sodium nitrite / acetonitrile; water / 1 h / 0 °C

3.2: 0.58 h / 60 °C

With 5 % platinum carbon sulfide; hydrogen bromide; hydrogen; potassium carbonate; sodium nitrite; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water; acetonitrile; 3.1: |Sandmeyer Reaction;

upstream raw materials:

ethyl 2-(4-chlorophenyl)-5-cyclopropyl-6-(N-(methylsulfonylmethyl)methylsulfonamido)benzofuran-3-carboxylate

5-cyclopropyl-2-(4-chlorophenyl)-6-(methylsulfonamido)benzofuran-3-carboxylic acid

2-(4-chlorophenyl)-5-cyclopropyl-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide

6-(N-(3-chloro-4-nitrophenyl)methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

Downstream raw materials:

(2-chloro-4-{N-[2-(4-chlorophenyl)-5-cyclopropyl-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}phenyl)boronic acid