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

Base Information

• Chemical Name: 5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-carboxylic acid
• CAS No.: 1179986-78-7
• Molecular Formula: C₂₅H₂₀FNO₆S
• Molecular Weight: 481.501

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

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

Chemical Property:

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

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

There total 6 articles about 5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-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: 100.0%

ethyl 5-cyclopropyl-2-(4-(4-fluorophenoxy)phenyl)-6-(N-(methylsulfonyl)methylsulfonamido)benzofuran-3-carboxylate → 5-cyclopropyl-2-[4-(4-fluoro-phenoxy)-phenyl]-6-methanesulfonylamino-benzofuran-3-carboxylic acid (1179986-78-7)

Guidance literature:

ethyl 5-cyclopropyl-2-(4-(4-fluorophenoxy)phenyl)-6-(N-(methylsulfonyl)methylsulfonamido)benzofuran-3-carboxylate; With water; potassium hydroxide; In ethanol; for 1h; Reflux; Inert atmosphere;

With hydrogenchloride; In water;

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 (1179986-78-7)

Guidance literature:

Multi-step reaction with 5 steps

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

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

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

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

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

With hydrogenchloride; dmap; potassium fluoride; water; hydrogen; triethylamine; sodium bromide; potassium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In ethanol; dichloromethane; water; ethyl acetate; 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 (1179986-78-7)

Guidance literature:

Multi-step reaction with 6 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

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

upstream raw materials:

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

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

ethyl 2-(4-(4-fluorophenoxy)phenyl)-6-nitro-5-(trifluoromethylsulfonyloxy)benzofuran-3-carboxylate

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

Downstream raw materials:

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

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

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