2,4-difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenesulfonamide

Base Information

• Chemical Name: 2,4-difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenesulfonamide
• CAS No.: 1449795-04-3
• Molecular Formula: C₁₉H₂₂BF₂NO₅S
• Molecular Weight: 425.261

Synonyms:2,4-difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenesulfonamide

Chemical Property of 2,4-difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenesulfonamide

Chemical Property:

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Technology Process of 2,4-difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenesulfonamide

There total 3 articles about 2,4-difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenesulfonamide 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: 89.0%

N-(5-bromo-2-methoxyphenyl)-2,4-difluorobenzenesulfonamide (1306022-63-8) + bis(pinacol)diborane (73183-34-3) → 2,4-difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenesulfonamide (1449795-04-3)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 100 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jm400781h

Reference yield:

5-bromo-2-methoxyaniline (6358-77-6) → 2,4-difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenesulfonamide (1449795-04-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 2 h / 20 °C

2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 2 h / 100 °C / Inert atmosphere

With pyridine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane;

DOI:10.1021/jm400781h

Reference yield:

2,4-difluorobenzene-1-sulfonyl chloride (13918-92-8) → 2,4-difluoro-N-(2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)benzenesulfonamide (1449795-04-3)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / 2 h / 20 °C

2: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 2 h / 100 °C / Inert atmosphere

With pyridine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane;

DOI:10.1021/jm400781h

upstream raw materials:

5-bromo-2-methoxyaniline

N-(5-bromo-2-methoxyphenyl)-2,4-difluorobenzenesulfonamide

bis(pinacol)diborane

2,4-difluorobenzene-1-sulfonyl chloride

Downstream raw materials:

N-(5-(2-amino-4-oxo-3-phenyl-3,4-dihydroquinazolin-6-yl)-2-methoxyphenyl)-2,4-difluorobenzenesulfonamide

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