2-(4-fluorophenyl)-5-(3-(isoquinolin-6-yl)phenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Base Information

Chemical Name:2-(4-fluorophenyl)-5-(3-(isoquinolin-6-yl)phenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide
CAS No.:1333243-80-3
Molecular Formula:C₃₃H₂₆FN₃O₄S
Molecular Weight:579.652
Hs Code.:

Synonyms:2-(4-fluorophenyl)-5-(3-(isoquinolin-6-yl)phenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

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Chemical Property of 2-(4-fluorophenyl)-5-(3-(isoquinolin-6-yl)phenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

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Technology Process of 2-(4-fluorophenyl)-5-(3-(isoquinolin-6-yl)phenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

There total 16 articles about 2-(4-fluorophenyl)-5-(3-(isoquinolin-6-yl)phenyl)-N-methyl-6-(N-methylmethylsulfonamido)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: 93.0%

: 34784-05-9
6-bromo-isoquinoline

: 1333244-30-6
2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzofuran-3-carboxamide

: 1333243-80-3
2-(4-fluorophenyl)-5-(3-(isoquinolin-6-yl)phenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Guidance literature:: With potassium phosphate; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); In N,N-dimethyl-formamide; at 100 ℃; for 15h; Inert atmosphere;

Reference yield:

: 220801-66-1
5-bromo-2-hydroxylphenylacetic acid methyl ester

: 1333243-80-3
2-(4-fluorophenyl)-5-(3-(isoquinolin-6-yl)phenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 15 steps

1.1: 1H-imidazole / dichloromethane / 15 h / 0 - 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C

2.2: 1 h / -78 - 0 °C

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 °C

4.1: hydrogenchloride / water; acetone / 1 h / Reflux

5.1: nitric acid / chloroform / 4 h / 20 °C

6.1: ammonium chloride; iron / water; tetrahydrofuran; methanol / 3 h / Reflux

7.1: pyridine / dichloromethane / 15 h / 0 - 20 °C

8.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 15 h / Inert atmosphere; Reflux

9.1: water; lithium hydroxide monohydrate / 1,4-dioxane / 3 h / Reflux

9.2: pH 3

10.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h / 20 °C

10.2: 15 h

11.1: potassium phosphate / [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / N,N-dimethyl-formamide / 15 h / 90 °C / Inert atmosphere

12.1: hydrogen / palladium on activated charcoal / methanol / 24 h / 25 °C / 2068.65 Torr

13.1: iodine; isopentyl nitrite / copper(l) iodide / acetonitrile / 7 h / 25 - 90 °C

14.1: potassium acetate / [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / N,N-dimethyl-formamide / 15 h / 90 °C / Inert atmosphere

15.1: potassium phosphate / [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / N,N-dimethyl-formamide / 15 h / 100 °C / Inert atmosphere

With pyridine; 1H-imidazole; hydrogenchloride; potassium phosphate; lithium hydroxide monohydrate; tetrabutyl ammonium fluoride; water; hydrogen; iodine; nitric acid; potassium acetate; iron; potassium carbonate; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium iodide; lithium diisopropyl amide; isopentyl nitrite; copper(l) iodide; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; acetonitrile;

Reference yield:

: 614-75-5
2-Hydroxyphenylacetic acid

: 1333243-80-3
2-(4-fluorophenyl)-5-(3-(isoquinolin-6-yl)phenyl)-N-methyl-6-(N-methylmethylsulfonamido)benzofuran-3-carboxamide

Guidance literature:: Multi-step reaction with 16 steps

1.1: tetra-N-butylammonium tribromide / 18 h / 20 °C

2.1: 1H-imidazole / dichloromethane / 15 h / 0 - 20 °C

3.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 °C

3.2: 1 h / -78 - 0 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 0 °C

5.1: hydrogenchloride / water; acetone / 1 h / Reflux

6.1: nitric acid / chloroform / 4 h / 20 °C

7.1: ammonium chloride; iron / water; tetrahydrofuran; methanol / 3 h / Reflux

8.1: pyridine / dichloromethane / 15 h / 0 - 20 °C

9.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 15 h / Inert atmosphere; Reflux

10.1: water; lithium hydroxide monohydrate / 1,4-dioxane / 3 h / Reflux

10.2: pH 3

11.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 0.5 h / 20 °C

11.2: 15 h

12.1: potassium phosphate / [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / N,N-dimethyl-formamide / 15 h / 90 °C / Inert atmosphere

13.1: hydrogen / palladium on activated charcoal / methanol / 24 h / 25 °C / 2068.65 Torr

14.1: iodine; isopentyl nitrite / copper(l) iodide / acetonitrile / 7 h / 25 - 90 °C

15.1: potassium acetate / [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / N,N-dimethyl-formamide / 15 h / 90 °C / Inert atmosphere

16.1: potassium phosphate / [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) / N,N-dimethyl-formamide / 15 h / 100 °C / Inert atmosphere

With pyridine; 1H-imidazole; hydrogenchloride; potassium phosphate; lithium hydroxide monohydrate; tetrabutyl ammonium fluoride; water; hydrogen; iodine; nitric acid; potassium acetate; tetra-N-butylammonium tribromide; iron; potassium carbonate; ammonium chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; potassium iodide; lithium diisopropyl amide; isopentyl nitrite; copper(l) iodide; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; acetone; acetonitrile;