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

Base Information

Chemical Name:(4-{N-[3-carbamoyl-2-(4-chlorophenyl)-5-cyclopropyl-1-benzofuran-6-yl]methanesulfonamido}-2-chlorophenyl)boronic acid
CAS No.:1423007-81-1
Molecular Formula:C₂₅H₂₁BCl₂N₂O₆S
Molecular Weight:559.235
Hs Code.:

Synonyms:(4-{N-[3-carbamoyl-2-(4-chlorophenyl)-5-cyclopropyl-1-benzofuran-6-yl]methanesulfonamido}-2-chlorophenyl)boronic acid

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Chemical Property of (4-{N-[3-carbamoyl-2-(4-chlorophenyl)-5-cyclopropyl-1-benzofuran-6-yl]methanesulfonamido}-2-chlorophenyl)boronic acid

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Technology Process of (4-{N-[3-carbamoyl-2-(4-chlorophenyl)-5-cyclopropyl-1-benzofuran-6-yl]methanesulfonamido}-2-chlorophenyl)boronic acid

There total 16 articles about (4-{N-[3-carbamoyl-2-(4-chlorophenyl)-5-cyclopropyl-1-benzofuran-6-yl]methanesulfonamido}-2-chlorophenyl)boronic 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: 43.0%

: 1424174-55-9
6-{N-[4-borono-3-chlorophenyl]methanesulfonamido}-2-(4-chlorophenyl)-5-cyclopropyl-1-benzofuran-3-carboxylic acid

: 1423007-81-1
(4-{N-[3-carbamoyl-2-(4-chlorophenyl)-5-cyclopropyl-1-benzofuran-6-yl]methanesulfonamido}-2-chlorophenyl)boronic acid

Guidance literature:: 6-{N-[4-borono-3-chlorophenyl]methanesulfonamido}-2-(4-chlorophenyl)-5-cyclopropyl-1-benzofuran-3-carboxylic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

With ammonia; In methanol; N,N-dimethyl-formamide; for 16h;

Reference yield:

: 1423007-77-5
ethyl 6-((4-bromo-3-chlorophenyl)amino)-2-(4-chlorophenyl)-5-cyclopropylbenzofuran-3-carboxylate

: 1423007-81-1
(4-{N-[3-carbamoyl-2-(4-chlorophenyl)-5-cyclopropyl-1-benzofuran-6-yl]methanesulfonamido}-2-chlorophenyl)boronic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -78 °C

1.2: -78 - 20 °C

2.1: sodium hydroxide; methanol / tetrahydrofuran / 5 h / 20 - 60 °C

3.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 16 h / 90 °C / Inert atmosphere

4.1: hydrogenchloride; sodium periodate / water; tetrahydrofuran / 4 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C

5.2: 16 h

With hydrogenchloride; methanol; sodium periodate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; water; N,N-dimethyl-formamide;

Reference yield:

: 1331943-20-4
ethyl 2-(4-chlorophenyl)-5-cyclopropyl-6-nitrobenzofuran-3-carboxylate

: 1423007-81-1
(4-{N-[3-carbamoyl-2-(4-chlorophenyl)-5-cyclopropyl-1-benzofuran-6-yl]methanesulfonamido}-2-chlorophenyl)boronic acid

Guidance literature:: Multi-step reaction with 7 steps

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

2.1: copper diacetate; triethylamine / dichloromethane / 20 °C / Molecular sieve

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.75 h / -78 °C

3.2: -78 - 20 °C

4.1: sodium hydroxide; methanol / tetrahydrofuran / 5 h / 20 - 60 °C

5.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 16 h / 90 °C / Inert atmosphere

6.1: hydrogenchloride; sodium periodate / water; tetrahydrofuran / 4 h / 20 °C

7.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 1 h / 20 °C

7.2: 16 h

With hydrogenchloride; methanol; sodium periodate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; hydrogen; potassium acetate; copper diacetate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;