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

Base Information

Chemical Name:(2-chloro-4-((N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)phenyl)boronic acid
CAS No.:1378868-39-3
Molecular Formula:C₂₆H₂₅BClFN₄O₅S
Molecular Weight:570.837
Hs Code.:

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

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

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

There total 20 articles about (2-chloro-4-((N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)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:

: 403-43-0
4-fluorobenzoyl chloride

: 1378868-39-3
(2-chloro-4-((N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)phenyl)boronic acid

Guidance literature:: Multi-step reaction with 9 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 / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 98 °C / Inert atmosphere

9.1: hydrogenchloride / water; tetrahydrofuran / 20 °C

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

Reference yield:

: 25118-59-6
4-bromo-3-chlorobenzoic acid

: 1378868-39-3
(2-chloro-4-((N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)phenyl)boronic acid

Guidance literature:: Multi-step reaction with 6 steps

1: sulfuric acid / 4 h / Inert atmosphere; Reflux

2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -15 - 0 °C / Inert atmosphere

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

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

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

6: hydrogenchloride / water; tetrahydrofuran / 20 °C

With hydrogenchloride; N-Bromosuccinimide; lithium aluminium tetrahydride; sulfuric acid; potassium acetate; potassium carbonate; triphenylphosphine; potassium iodide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 120077-68-1
(4-bromo-3-chlorophenyl)methanol

: 1378868-39-3
(2-chloro-4-((N-(5-cyclopropyl-2-(4-fluorophenyl)-3-(methylcarbamoyl)pyrazolo[1,5-a]pyridin-6-yl)methylsulfonamido)methyl)phenyl)boronic acid

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

4: hydrogenchloride / water; tetrahydrofuran / 20 °C

With hydrogenchloride; N-Bromosuccinimide; potassium acetate; potassium carbonate; triphenylphosphine; potassium iodide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;