5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-(N-(3-methyl-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 Name:5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-(N-(3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzyl)methylsulfonamido)pyrazolo[1,5-a]pyridine-3-carboxamide
CAS No.:1378869-10-3
Molecular Formula:C₃₃H₃₈BFN₄O₅S
Molecular Weight:632.564
Hs Code.:

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

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

There total 19 articles about 5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-(N-(3-methyl-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: 97.0%

: 1378869-09-0
6-(N-(4-bromo-3-methylbenzyl)methylsulfonamido)-5-cyclopropyl-2-(4-fluorophenyl)-N-methylpyrazolo[1,5-a]pyridine-3-carboxamide

: 73183-34-3
bis(pinacol)diborane

: 1378869-10-3
5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-(N-(3-methyl-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; 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

: 1378869-10-3
5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-(N-(3-methyl-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 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 / 0.5 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:

: 149104-89-2
4-bromo-3-methylbenzylalcohol

: 1378869-10-3
5-cyclopropyl-2-(4-fluorophenyl)-N-methyl-6-(N-(3-methyl-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 3 steps

1: triphenylphosphine; N-Bromosuccinimide / dichloromethane / 0.25 h / 20 °C / Inert atmosphere

2: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 0.5 h / 20 °C / Inert atmosphere

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

With N-Bromosuccinimide; potassium acetate; potassium carbonate; triphenylphosphine; potassium iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;