6-(N-(3-chloro-5-((methoxymethoxy)methyl)-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

Base Information

Chemical Name:6-(N-(3-chloro-5-((methoxymethoxy)methyl)-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide
CAS No.:1423008-52-9
Molecular Formula:C₃₅H₃₉BClFN₂O₈S
Molecular Weight:713.032
Hs Code.:

6-(N-(3-chloro-5-((methoxymethoxy)methyl)-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

Synonyms:6-(N-(3-chloro-5-((methoxymethoxy)methyl)-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

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Chemical Property of 6-(N-(3-chloro-5-((methoxymethoxy)methyl)-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

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Technology Process of 6-(N-(3-chloro-5-((methoxymethoxy)methyl)-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

There total 38 articles about 6-(N-(3-chloro-5-((methoxymethoxy)methyl)-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)methylsulfonamido)-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:

: 393-85-1
methyl 5-fluoro-2-nitrobenzoate

: 1423008-52-9
6-(N-(3-chloro-5-((methoxymethoxy)methyl)-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: potassium carbonate / N,N,N,N,N,N-hexamethylphosphoric triamide / 72 h / 60 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / methanol / 1.5 h / 775.74 Torr

3.1: N-chloro-succinimide / acetonitrile / 1 h / 40 °C / Inert atmosphere

4.1: sodium nitrite; hydrogen bromide / acetonitrile; water / 0.5 h / 0 °C

4.2: 0.5 h / 0 - 50 °C

5.1: lithium borohydride; methanol / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

6.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 50 °C / Inert atmosphere

7.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 15 h / 90 °C / Inert atmosphere

With methanol; N-chloro-succinimide; lithium borohydride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; hydrogen bromide; hydrogen; potassium acetate; potassium carbonate; N-ethyl-N,N-diisopropylamine; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; water; acetonitrile;

Reference yield:

: 393-85-1
methyl 5-fluoro-2-nitrobenzoate

: 1423008-52-9
6-(N-(3-chloro-5-((methoxymethoxy)methyl)-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

: C₂₉H₂₈ClFN₂O₆S

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium carbonate / N,N-dimethyl-formamide / 72 h / 70 °C

2.1: hydrogen; palladium 10% on activated carbon / tetrahydrofuran; ethanol / 24 h / 20 °C / 760.05 Torr

3.1: N-chloro-succinimide / N,N-dimethyl-formamide / 0.08 h / 60 °C

4.1: hydrogen bromide; sodium nitrite / water; acetonitrile / 0.58 h / 0 °C

4.2: 0.53 h / 50 °C

5.1: lithium borohydride / tetrahydrofuran; methanol / 2.08 h / -5 - 5 °C / Cooling with ice

6.1: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 18 h / 50 °C

7.1: potassium acetate; [1,4-bis(diphenylphosphino)butane] palladium(ll) dichloride / 1,4-dioxane / 22 h / 108 °C / Inert atmosphere

With N-chloro-succinimide; lithium borohydride; [1,4-bis(diphenylphosphino)butane] palladium(ll) dichloride; palladium 10% on activated carbon; hydrogen bromide; hydrogen; potassium acetate; sodium carbonate; N-ethyl-N,N-diisopropylamine; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water; N,N-dimethyl-formamide; acetonitrile; 4.1: |Sandmeyer Reaction / 4.2: |Sandmeyer Reaction;
DOI:10.1021/acs.jmedchem.8b01719

Reference yield:

: 1423007-87-7
6-(N-(4-bromo-3-chloro-5-((methoxymethoxy)methyl)phenyl)methanesulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

: 73183-34-3
bis(pinacol)diborane

: 1423008-52-9
6-(N-(3-chloro-5-((methoxymethoxy)methyl)-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylbenzofuran-3-carboxamide

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 108 ℃; for 22h; Inert atmosphere;