6-{N-[3-chloro-4-(1-hydroxyallyl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

Base Information

Chemical Name:6-{N-[3-chloro-4-(1-hydroxyallyl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide
CAS No.:1423008-40-5
Molecular Formula:C₂₉H₂₆ClFN₂O₅S
Molecular Weight:569.053
Hs Code.:

Synonyms:6-{N-[3-chloro-4-(1-hydroxyallyl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

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Chemical Property of 6-{N-[3-chloro-4-(1-hydroxyallyl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

Chemical Property:

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Technology Process of 6-{N-[3-chloro-4-(1-hydroxyallyl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

There total 17 articles about 6-{N-[3-chloro-4-(1-hydroxyallyl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-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:

: 1423008-35-8
6-[N-(3-chloro-4-formylphenyl)methanesulfonamido]-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

: 1826-67-1
vinyl magnesium bromide

: 1423008-39-2
6-{N-[3-chloro-4-(1-hydroxyallyl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

: 1423008-40-5
6-{N-[3-chloro-4-(1-hydroxyallyl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

Guidance literature:: In tetrahydrofuran; at 0 - 20 ℃;

Reference yield:

: 691856-35-6
5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-(methylsulfonamido)benzofuran-3-carboxamide

: 1423008-39-2
6-{N-[3-chloro-4-(1-hydroxyallyl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

: 1423008-40-5
6-{N-[3-chloro-4-(1-hydroxyallyl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium carbonate / 1,2-dimethoxyethane; water / 70 h / 100 °C / Sealed tube

2.1: hydrogen / tetrahydrofuran; methanol / 20 h / 2068.65 Torr

3.1: hydrogen bromide; sodium nitrite / water; acetonitrile / 1.5 h / Cooling with ice

3.2: 0.67 h / 60 °C

4.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane; water / 16 h / 80 °C / Inert atmosphere

5.1: sodium periodate; osmium(VIII) oxide; water / tetrahydrofuran; tert-butyl alcohol / 16 h / 20 °C

6.1: tetrahydrofuran / 0 - 20 °C

With sodium periodate; osmium(VIII) oxide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; water; hydrogen bromide; hydrogen; sodium carbonate; potassium carbonate; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; water; acetonitrile; tert-butyl alcohol;

Reference yield:

: 691856-96-9
methyl 2-(4-fluorophenyl)-5-hydroxy-1-benzofuran-3-carboxylate

: 1423008-39-2
6-{N-[3-chloro-4-(1-hydroxyallyl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

: 1423008-40-5
6-{N-[3-chloro-4-(1-hydroxyallyl)phenyl]methanesulfonamido}-5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-1-benzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 15 steps

1.1: caesium carbonate / 1-methyl-pyrrolidin-2-one / 20 h / 60 °C / Inert atmosphere

2.1: nitric acid / chloroform; water / 1 h / -15 - 0 °C

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

4.1: dmap; triethylamine / dichloromethane / 0.83 h / 0 °C / Inert atmosphere

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

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

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

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

9.1: triethylamine; HATU / dichloromethane / 1 h / 20 °C / Inert atmosphere

9.2: 4 h / 20 °C / Inert atmosphere

10.1: potassium carbonate / 1,2-dimethoxyethane; water / 70 h / 100 °C / Sealed tube

11.1: hydrogen / tetrahydrofuran; methanol / 20 h / 2068.65 Torr

12.1: hydrogen bromide; sodium nitrite / water; acetonitrile / 1.5 h / Cooling with ice

12.2: 0.67 h / 60 °C

13.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate / 1,4-dioxane; water / 16 h / 80 °C / Inert atmosphere

14.1: sodium periodate; osmium(VIII) oxide; water / tetrahydrofuran; tert-butyl alcohol / 16 h / 20 °C

15.1: tetrahydrofuran / 0 - 20 °C

With hydrogenchloride; dmap; potassium fluoride; sodium periodate; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium 10% on activated carbon; water; hydrogen bromide; hydrogen; nitric acid; boron trichloride; sodium carbonate; potassium carbonate; caesium carbonate; triethylamine; HATU; sodium bromide; potassium hydroxide; sodium nitrite; In tetrahydrofuran; 1,4-dioxane; 1-methyl-pyrrolidin-2-one; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; chloroform; water; ethyl acetate; toluene; acetonitrile; tert-butyl alcohol;