2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole-3-carboxamide

Base Information

Chemical Name:2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole-3-carboxamide
CAS No.:1621705-72-3
Molecular Formula:C₂₃H₂₈BFN₄O₅S
Molecular Weight:502.375
Hs Code.:

Synonyms:2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole-3-carboxamide

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Chemical Property of 2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole-3-carboxamide

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Technology Process of 2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole-3-carboxamide

There total 10 articles about 2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole-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: 50.0%

: 1621705-71-2
5-bromo-2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-2H-indazole-3-carboxamide

: 73183-34-3
bis(pinacol)diborane

: 1621705-72-3
2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole-3-carboxamide

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 100 ℃; for 6h;

Reference yield:

: 3132-99-8
m-bromobenzoic aldehyde

: 1621705-72-3
2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole-3-carboxamide

Guidance literature:: Multi-step reaction with 10 steps

1.1: sulfuric acid; nitric acid / 0.42 h / 0 °C

2.1: sulfuric acid; nitric acid / 5.92 h / 50 °C / Cooling with ice

3.1: acetic acid / 0.08 h / 60 °C

3.2: 0.08 h / 60 °C

4.1: phosphorus trichloride / chloroform / 1 h / 60 °C

5.1: ammonium chloride; iron / methanol; tetrahydrofuran; water / 1.5 h / 80 °C

6.1: sodium hydroxide / water / 48 h / 100 °C

7.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 1 h / 20 °C

7.2: 2 h

8.1: pyridine / dichloromethane / 8.5 h / 0 - 25 °C / Inert atmosphere

9.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 0 - 80 °C / Inert atmosphere

10.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 6 h / 100 °C

With pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sulfuric acid; nitric acid; potassium acetate; iron; potassium carbonate; ammonium chloride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; phosphorus trichloride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;

Reference yield:

: 20357-20-4
5-bromo-2-nitrobenzaldehyde

: 1621705-72-3
2-(4-fluorophenyl)-N-methyl-6-(N-methylmethylsulfonamido)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole-3-carboxamide

Guidance literature:: Multi-step reaction with 9 steps

1.1: sulfuric acid; nitric acid / 5.92 h / 50 °C / Cooling with ice

2.1: acetic acid / 0.08 h / 60 °C

2.2: 0.08 h / 60 °C

3.1: phosphorus trichloride / chloroform / 1 h / 60 °C

4.1: ammonium chloride; iron / methanol; tetrahydrofuran; water / 1.5 h / 80 °C

5.1: sodium hydroxide / water / 48 h / 100 °C

6.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / N,N-dimethyl-formamide / 1 h / 20 °C

6.2: 2 h

7.1: pyridine / dichloromethane / 8.5 h / 0 - 25 °C / Inert atmosphere

8.1: potassium carbonate / N,N-dimethyl-formamide / 2 h / 0 - 80 °C / Inert atmosphere

9.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate / 1,4-dioxane / 6 h / 100 °C

With pyridine; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sulfuric acid; nitric acid; potassium acetate; iron; potassium carbonate; ammonium chloride; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; phosphorus trichloride; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;