5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-carboxylic acid methylamide

Base Information

• Chemical Name: 5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-carboxylic acid methylamide
• CAS No.: 1179985-58-0
• Molecular Formula: C₂₆H₂₃FN₂O₅S
• Molecular Weight: 494.543

Synonyms:5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-carboxylic acid methylamide

Chemical Property of 5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-carboxylic acid methylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of 5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-carboxylic acid methylamide

There total 7 articles about 5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-carboxylic acid methylamide 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: 98.0%

5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-carboxylic acid (1179986-78-7) + methylamine (74-89-5) → 5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-carboxylic acid methylamide (1179985-58-0)

Guidance literature:

5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-carboxylic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

methylamine; In tetrahydrofuran; N,N-dimethyl-formamide; for 2h;

Reference yield:

ethyl 2-(4-(4-fluorophenoxy)phenyl)-5-hydroxy-6-nitrobenzofuran-3-carboxylate (1179986-67-4) → 5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-carboxylic acid methylamide (1179985-58-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: dmap; triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

2.1: potassium fluoride; sodium bromide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / 20 h / Inert atmosphere; Reflux

3.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / ethyl acetate; water / 8 h / 20 °C / 3000.3 Torr

4.1: triethylamine / dichloromethane / 2 h / -15 - 20 °C / Inert atmosphere

5.1: potassium hydroxide; water / ethanol / 1 h / Reflux; Inert atmosphere

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

6.2: 2 h

With hydrogenchloride; dmap; potassium fluoride; water; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; sodium bromide; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;

Reference yield:

ethyl 2-(4-(4-fluorophenoxy)phenyl)-5-isopropoxy-6-nitrobenzofuran-3-carboxylate (1179986-66-3) → 5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-carboxylic acid methylamide (1179985-58-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: boron trichloride / dichloromethane / 0.33 h / Cooling with ice; Inert atmosphere

1.2: Cooling with ice

2.1: dmap; triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: potassium fluoride; sodium bromide / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / 20 h / Inert atmosphere; Reflux

4.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / ethyl acetate; water / 8 h / 20 °C / 3000.3 Torr

5.1: triethylamine / dichloromethane / 2 h / -15 - 20 °C / Inert atmosphere

6.1: potassium hydroxide; water / ethanol / 1 h / Reflux; Inert atmosphere

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

7.2: 2 h

With hydrogenchloride; dmap; potassium fluoride; water; hydrogen; boron trichloride; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; sodium bromide; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;

upstream raw materials:

5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-carboxylic acid

methylamine

ethyl 2-(4-(4-fluorophenoxy)phenyl)-5-isopropoxy-6-nitrobenzofuran-3-carboxylate

ethyl 2-(4-(4-fluorophenoxy)phenyl)-5-hydroxy-6-nitrobenzofuran-3-carboxylate

Downstream raw materials:

5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-[methanesulfonyl-(2-sulfamoyl-ethyl)-amino]-benzofuran-3-carboxylic acid methylamide

methyl 5-((N-((5-cyclopropyl-2-(4-(4-fluorophenoxy)phenyl)-3-(methylcarbamoyl)benzofuran-6-yl))methylsulfonamido)methyl)-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate

5-cyclopropyl-2-(4-(4-fluorophenoxy)phenyl)-6-(N-((1-hydroxy-1,3-dihydrobenzo[c][1,2]oxaborol-5-yl)methyl)methylsulfonamido)-N-methylbenzofuran-3-carboxamide

methyl 5-((N-((5-cyclopropyl-2-(4-(4-fluorophenoxy)phenyl)-3-(methylcarbamoyl)benzofuran-6-yl))methylsulfonamido)methyl)-2-iodobenzoate

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