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

Base Information

Chemical Name:5-cyclopropyl-2-(4-chlorophenyl)-6-(methylsulfonamido)benzofuran-3-carboxylic acid
CAS No.:1331943-23-7
Molecular Formula:C₁₉H₁₆ClNO₅S
Molecular Weight:405.859
Hs Code.:

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

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

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

There total 13 articles about 5-cyclopropyl-2-(4-chlorophenyl)-6-(methylsulfonamido)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 2-(4-chlorophenyl)-5-cyclopropyl-6-(N-methanesulfonylmethanesulfonamido)-1-benzofuran-3-carboxylate

: 1331943-23-7
5-cyclopropyl-2-(4-chlorophenyl)-6-(methylsulfonamido)benzofuran-3-carboxylic acid

Guidance literature:: With water; potassium hydroxide; In ethanol; for 1h; Inert atmosphere; Reflux;

Reference yield: 100.0%

: 1331943-22-6
ethyl 2-(4-chlorophenyl)-5-cyclopropyl-6-(N-(methylsulfonylmethyl)methylsulfonamido)benzofuran-3-carboxylate

: 1331943-23-7
5-cyclopropyl-2-(4-chlorophenyl)-6-(methylsulfonamido)benzofuran-3-carboxylic acid

Guidance literature:: With water; potassium hydroxide; In ethanol; for 1h; Inert atmosphere;

Reference yield:

: 2881-63-2
ethyl (4-chlorobenzoyl)acetate

: 1331943-23-7
5-cyclopropyl-2-(4-chlorophenyl)-6-(methylsulfonamido)benzofuran-3-carboxylic acid

Guidance literature:: Multi-step reaction with 9 steps

1.1: zinc(II) chloride / ethanol; tert-butyl methyl ether / 2 h / 75 - 95 °C / Inert atmosphere

2.1: caesium carbonate / 1-methyl-pyrrolidin-2-one / 20 h / 60 °C

3.1: nitric acid / chloroform / 2.5 h / 0 °C / Cooling with ice

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

4.2: Cooling with ice

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

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

7.1: hydrogen; [({2-[{5-cyclopropyl-2-(4-fluorophenyl)-3-[(methylamino)carbonyl]-1-benzofuran-6-yl}(methylsulfonyl)amino]ethyl}oxy)methyl]boronic acid / palladium 10% on activated carbon / ethyl acetate / 8 h / 20 °C / 3000.3 Torr

8.1: triethylamine / dichloromethane / 2 h / -15 - 20 °C

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

With dmap; potassium fluoride; [({2-[{5-cyclopropyl-2-(4-fluorophenyl)-3-[(methylamino)carbonyl]-1-benzofuran-6-yl}(methylsulfonyl)amino]ethyl}oxy)methyl]boronic acid; water; hydrogen; nitric acid; boron trichloride; caesium carbonate; triethylamine; sodium bromide; potassium hydroxide; zinc(II) chloride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; In 1-methyl-pyrrolidin-2-one; ethanol; dichloromethane; tert-butyl methyl ether; chloroform; water; ethyl acetate; toluene;