5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide

Base Information

• Chemical Name: 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide
• CAS No.: 1083326-26-4
• Molecular Formula: C11H17BN2O4S
• Molecular Weight: 284.144
• Hs Code.: 2935009090
• Mol file: 1083326-26-4.mol

Synonyms:5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide;5-Sulfamoylpyridine-3-boronic acid pinacol ester

Chemical Property of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide

Chemical Property:

• PSA: 99.89000
• LogP: 1.80930
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide

There total 4 articles about 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine-3-sulfonamide 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%

5-bromopyridine-3-sulfonamide (62009-33-0) + bis(pinacol)diborane (73183-34-3) → pyridine-3-sulfonamide-5-ylboronic acid pinacol ester (1083326-26-4)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 120 ℃; for 0.666667h; microwave irradiation;

Reference yield:

3-pyridinesulfonic acid (636-73-7) → pyridine-3-sulfonamide-5-ylboronic acid pinacol ester (1083326-26-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: phosphorus pentachloride; trichlorophosphate / 4 h / Reflux

1.2: 14 h / Reflux

1.3: 0 - 20 °C

2.1: potassium acetate / dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane / 0.75 h / 120 °C / Inert atmosphere; Microwave irradiation

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

Reference yield:

5-bromopyridine-3-sulphonyl chloride (65001-21-0) → pyridine-3-sulfonamide-5-ylboronic acid pinacol ester (1083326-26-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; ammonia / 20 °C

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate / 1,4-dioxane / 120 °C / Microwave irradiation

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

DOI:10.1016/j.bmcl.2012.05.090

upstream raw materials:

5-bromopyridine-3-sulfonamide

bis(pinacol)diborane

3-pyridinesulfonic acid

5-bromopyridine-3-sulphonyl chloride

Downstream raw materials:

5-{8-[3-(aminosulfonyl)phenyl]-1,5-naphthyridin-2-yl}-3-pyridinesulfonamide

5-(5-phenyl-4-((pyridin-2-ylmethyl)amino)quinazolin-2-yl)pyridine-3-sulfonamide

5-[8-(3-cyanophenyl)-1,5-naphthyridin-2-yl]-3-pyridinesulfonamide