2-(4-chlorophenyl)-5-cyclopropyl-6-(N-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)methylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

Base Information

Chemical Name:2-(4-chlorophenyl)-5-cyclopropyl-6-(N-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)methylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide
CAS No.:1378868-87-1
Molecular Formula:C₃₁H₃₃BClFN₄O₅S
Molecular Weight:638.955
Hs Code.:

2-(4-chlorophenyl)-5-cyclopropyl-6-(N-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)methylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

Synonyms:2-(4-chlorophenyl)-5-cyclopropyl-6-(N-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)methylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

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Chemical Property of 2-(4-chlorophenyl)-5-cyclopropyl-6-(N-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)methylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

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Technology Process of 2-(4-chlorophenyl)-5-cyclopropyl-6-(N-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)methylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

There total 7 articles about 2-(4-chlorophenyl)-5-cyclopropyl-6-(N-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)methylsulfonamido)pyrazolo[1,5-a]pyridine-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: 100.0%

: 1378868-85-9
6-(N-(4-bromo-3-fluorobenzyl)methylsulfonamido)-2-(4-chlorophenyl)-5-cyclopropylpyrazolo[1,5-a]pyridine-3-carboxamide

: 73183-34-3
bis(pinacol)diborane

: 1378868-87-1
2-(4-chlorophenyl)-5-cyclopropyl-6-(N-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)methylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; at 98 ℃; Inert atmosphere;

Reference yield:

: 122-01-0
4-chloro-benzoyl chloride

: 1378868-87-1
2-(4-chlorophenyl)-5-cyclopropyl-6-(N-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)methylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 6 steps

1.1: triethylamine; magnesium chloride / acetonitrile / 3 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 / 1.5 h / 85 °C / Inert atmosphere

3.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 80 °C / Inert atmosphere

4.1: potassium hydroxide; water / ethanol / 2 h / 85 °C / Inert atmosphere

4.2: pH 1

5.1: triethylamine; HATU / N,N-dimethyl-formamide / 0.25 h / 21 °C

5.2: 0.5 h / 20 °C / Inert atmosphere

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

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

Reference yield:

: 74-11-3
para-chlorobenzoic acid

: 1378868-87-1
2-(4-chlorophenyl)-5-cyclopropyl-6-(N-(3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)methylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 2 h / Reflux

2.1: triethylamine; magnesium chloride / acetonitrile / 3 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 / 1.5 h / 85 °C / Inert atmosphere

4.1: potassium carbonate / N,N-dimethyl-formamide / 3 h / 80 °C / Inert atmosphere

5.1: potassium hydroxide; water / ethanol / 2 h / 85 °C / Inert atmosphere

5.2: pH 1

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

6.2: 0.5 h / 20 °C / Inert atmosphere

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

With 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 1,4-dioxane; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetonitrile;