(4-((N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluoro-3-(trifluoromethyl)phenyl)boronic acid

Base Information

Chemical Name:(4-((N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluoro-3-(trifluoromethyl)phenyl)boronic acid
CAS No.:1378868-48-4
Molecular Formula:C₂₇H₂₄BF₅N₄O₅S
Molecular Weight:622.38
Hs Code.:

(4-((N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluoro-3-(trifluoromethyl)phenyl)boronic acid

Synonyms:(4-((N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluoro-3-(trifluoromethyl)phenyl)boronic acid

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Chemical Property of (4-((N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluoro-3-(trifluoromethyl)phenyl)boronic acid

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Technology Process of (4-((N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluoro-3-(trifluoromethyl)phenyl)boronic acid

There total 21 articles about (4-((N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluoro-3-(trifluoromethyl)phenyl)boronic acid 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: 15.0%

: 1378869-32-9
6-(N-(4-bromo-3-fluoro-2-(trifluoromethyl)benzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide

: 73183-34-3
bis(pinacol)diborane

: 1378868-48-4
(4-((N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluoro-3-(trifluoromethyl)phenyl)boronic acid

Guidance literature:: With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 100 ℃; Inert atmosphere;

Reference yield:

: 403-43-0
4-fluorobenzoyl chloride

: 1378868-48-4
(4-((N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluoro-3-(trifluoromethyl)phenyl)boronic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: triethylamine; magnesium chloride / acetonitrile / 2 h / Cooling with ice-salt bath

1.2: 20 °C / Cooling with ice-salt bath

1.3: 1.5 h / Cooling with ice

2.1: trifluoromethylsulfonic anhydride; triethylamine; Triphenylphosphine oxide / 1,2-dichloro-ethane / 2 h / 85 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 100 °C / Inert atmosphere

4.1: potassium hydroxide; water / ethanol / 1 h / 85 °C / Inert atmosphere

4.2: pH 2

5.1: N-ethyl-N,N-diisopropylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 21 °C / Inert atmosphere

5.2: 0.5 h / 20 °C / Inert atmosphere

6.1: trifluoroacetic acid / 1 h / Reflux

7.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

8.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 100 °C / Inert atmosphere

With trifluoromethylsulfonic anhydride; water; potassium acetate; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; Triphenylphosphine oxide; potassium iodide; potassium hydroxide; magnesium chloride; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 123973-25-1
2-fluoro-3-(trifluoromethyl)aniline

: 1378868-48-4
(4-((N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluoro-3-(trifluoromethyl)phenyl)boronic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 1 h / 15 - 20 °C / Inert atmosphere

2.1: triethylamine / palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene / dimethyl sulfoxide / 16 h / 80 °C / 37503.8 Torr

3.1: hydrogen bromide / acetonitrile; water / 0.17 h / 0 °C

3.2: 1.08 h / 0 °C

3.3: 1.5 h / 0 - 70 °C

4.1: diisobutylaluminium hydride / toluene / 1 h / -78 - 0 °C

4.2: -78 °C

5.1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 0.5 h / -10 - 20 °C / Inert atmosphere

6.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

7.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 100 °C / Inert atmosphere

With N-Bromosuccinimide; hydrogen bromide; potassium acetate; diisobutylaluminium hydride; potassium carbonate; triethylamine; triphenylphosphine; potassium iodide; 1,1'-bis-(diphenylphosphino)ferrocene; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium diacetate; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene; acetonitrile;