5-cyclopropyl-2-(4-fluorophenyl)-6-(N-(1-hydroxy-3,4-dihydro-1H-benzo[c][1,2]oxaborinin-6-yl)methylsulfonamido)-N-methylbenzofuran-3-carboxamide

Base Information

Chemical Name:5-cyclopropyl-2-(4-fluorophenyl)-6-(N-(1-hydroxy-3,4-dihydro-1H-benzo[c][1,2]oxaborinin-6-yl)methylsulfonamido)-N-methylbenzofuran-3-carboxamide
CAS No.:1423008-44-9
Molecular Formula:C₂₈H₂₆BFN₂O₆S
Molecular Weight:548.4
Hs Code.:

5-cyclopropyl-2-(4-fluorophenyl)-6-(N-(1-hydroxy-3,4-dihydro-1H-benzo[c][1,2]oxaborinin-6-yl)methylsulfonamido)-N-methylbenzofuran-3-carboxamide

Synonyms:5-cyclopropyl-2-(4-fluorophenyl)-6-(N-(1-hydroxy-3,4-dihydro-1H-benzo[c][1,2]oxaborinin-6-yl)methylsulfonamido)-N-methylbenzofuran-3-carboxamide

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Chemical Property of 5-cyclopropyl-2-(4-fluorophenyl)-6-(N-(1-hydroxy-3,4-dihydro-1H-benzo[c][1,2]oxaborinin-6-yl)methylsulfonamido)-N-methylbenzofuran-3-carboxamide

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Technology Process of 5-cyclopropyl-2-(4-fluorophenyl)-6-(N-(1-hydroxy-3,4-dihydro-1H-benzo[c][1,2]oxaborinin-6-yl)methylsulfonamido)-N-methylbenzofuran-3-carboxamide

There total 19 articles about 5-cyclopropyl-2-(4-fluorophenyl)-6-(N-(1-hydroxy-3,4-dihydro-1H-benzo[c][1,2]oxaborinin-6-yl)methylsulfonamido)-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: 65.0%

: 1423008-50-7
6-{N-[4-bromo-3-(2-hydroxyethyl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

: 73183-34-3
bis(pinacol)diborane

: 1423008-44-9
5-cyclopropyl-2-(4-fluorophenyl)-6-(N-(1-hydroxy-3,4-dihydro-1H-benzo[c][1,2]oxaborinin-6-yl)methylsulfonamido)-N-methylbenzofuran-3-carboxamide

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; at 70 ℃; for 2h; Inert atmosphere;

Reference yield:

: 106-51-4
p-benzoquinone

: 1423008-44-9
5-cyclopropyl-2-(4-fluorophenyl)-6-(N-(1-hydroxy-3,4-dihydro-1H-benzo[c][1,2]oxaborinin-6-yl)methylsulfonamido)-N-methylbenzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 18 steps

1.1: zinc(II) chloride / methanol; diethyl ether / 7.5 h / 75 - 140 °C / Inert atmosphere

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

3.1: nitric acid / chloroform / 1 h / -15 - 0 °C

4.1: boron trichloride / dichloromethane / 0.5 h / -15 °C / Inert atmosphere

5.1: triethylamine; dmap / dichloromethane / 0.83 h / 0 °C / Cooling with ice; Inert atmosphere

6.1: potassium fluoride; sodium bromide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / 18 h / 100 °C / Inert atmosphere

7.1: palladium 10% on activated carbon; hydrogenchloride; hydrogen / water; ethyl acetate / 16 h / 21 °C

8.1: triethylamine / dichloromethane / 2 h / 0 °C

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

10.1: triethylamine; HATU / dichloromethane / 1 h / 20 °C

10.2: 4 h / Inert atmosphere

11.1: potassium carbonate / water; 1,2-dimethoxyethane / 88 h / 20 - 100 °C / Sealed tube

12.1: caesium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C / Inert atmosphere; Sonication

13.1: sodium hydroxide; water / tetrahydrofuran; methanol / 15 h / 55 °C

14.1: diazomethyl-trimethyl-silane / N,N-dimethyl-formamide; hexane / 2 h / 0 °C

15.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 10 h

16.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.75 h / 0 °C

17.1: hydrogen bromide; sodium nitrite; copper(I) bromide / acetonitrile; water / 1 h / 0 - 60 °C / Cooling with ice

18.1: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 2 h / 70 °C / Inert atmosphere

With hydrogenchloride; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium fluoride; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; water; hydrogen bromide; hydrogen; nitric acid; boron trichloride; potassium carbonate; caesium carbonate; triethylamine; HATU; sodium bromide; potassium hydroxide; copper(I) bromide; sodium hydroxide; zinc(II) chloride; sodium nitrite; diazomethyl-trimethyl-silane; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; 1,2-dimethoxyethane; diethyl ether; ethanol; hexane; dichloromethane; chloroform; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; 17.1: |Sandmeyer Reaction;

Reference yield:

: 1423008-47-2
methyl 2-(5-{N-[5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)-1-benzofuran-6-yl]methanesulfonamido}-2-nitrophenyl)acetate

: 1423008-44-9
5-cyclopropyl-2-(4-fluorophenyl)-6-(N-(1-hydroxy-3,4-dihydro-1H-benzo[c][1,2]oxaborinin-6-yl)methylsulfonamido)-N-methylbenzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 10 h

2: lithium aluminium tetrahydride / tetrahydrofuran / 0.75 h / 0 °C

3: hydrogen bromide; sodium nitrite; copper(I) bromide / acetonitrile; water / 1 h / 0 - 60 °C / Cooling with ice

4: potassium carbonate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / water; 1,4-dioxane / 2 h / 70 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium aluminium tetrahydride; palladium 10% on activated carbon; hydrogen bromide; hydrogen; potassium carbonate; copper(I) bromide; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; water; acetonitrile; 3: |Sandmeyer Reaction;