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

Base Information

Chemical Name:(4-((N-(5-cyclopropyl-3-(methylcarbamoyl)-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluorophenyl)boronic acid
CAS No.:1378868-35-9
Molecular Formula:C₂₅H₂₅BFN₅O₅S
Molecular Weight:537.379
Hs Code.:

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

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

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

There total 8 articles about (4-((N-(5-cyclopropyl-3-(methylcarbamoyl)-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluorophenyl)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: 31.0%

: 1378868-83-7
5-cyclopropyl-6-(N-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)methylsulfonamido)-N-methyl-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridine-3-carboxamide

: 1378868-35-9
(4-((N-(5-cyclopropyl-3-(methylcarbamoyl)-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluorophenyl)boronic acid

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 4h;

Reference yield:

: 26377-17-3
ethyl 3-oxo-3-(4-pyridyl)propanoate

: 1378868-35-9
(4-((N-(5-cyclopropyl-3-(methylcarbamoyl)-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluorophenyl)boronic acid

Guidance literature:: Multi-step reaction with 6 steps

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

2.1: potassium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

3.1: potassium hydroxide; water / ethanol / 1.5 h / 85 °C / Inert atmosphere

3.2: pH 1

4.1: triethylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 21 °C / Inert atmosphere

4.2: 1 h / 20 °C / Inert atmosphere

5.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 3 h / 98 °C / Inert atmosphere

6.1: hydrogenchloride / water; tetrahydrofuran / 4 h / 20 °C

With hydrogenchloride; trifluoromethylsulfonic anhydride; water; potassium acetate; potassium carbonate; triethylamine; HATU; Triphenylphosphine oxide; potassium hydroxide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; ethanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

Reference yield:

: 55-22-1
pyridine-4-carboxylic acid

: 1378868-35-9
(4-((N-(5-cyclopropyl-3-(methylcarbamoyl)-2-(pyridin-4-yl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)-2-fluorophenyl)boronic acid

Guidance literature:: Multi-step reaction with 8 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 1.5 h / Reflux

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

2.2: 20 °C / Cooling with ice-salt bath

2.3: 1.5 h / Cooling with ice

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

4.1: potassium carbonate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere

5.1: potassium hydroxide; water / ethanol / 1.5 h / 85 °C / Inert atmosphere

5.2: pH 1

6.1: triethylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 21 °C / Inert atmosphere

6.2: 1 h / 20 °C / Inert atmosphere

7.1: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 3 h / 98 °C / Inert atmosphere

8.1: hydrogenchloride / water; tetrahydrofuran / 4 h / 20 °C

With hydrogenchloride; oxalyl dichloride; trifluoromethylsulfonic anhydride; water; potassium acetate; potassium carbonate; triethylamine; HATU; Triphenylphosphine oxide; potassium hydroxide; magnesium chloride; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N,N-dimethyl-formamide; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;