5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL) INDOLIN-2-ONE

Base Information

• Chemical Name: 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL) INDOLIN-2-ONE
• CAS No.: 837392-64-0
• Molecular Formula: C14H18BNO3
• Molecular Weight: 259.113
• Hs Code.: 2934999090
• Mol file: 837392-64-0.mol

Synonyms:5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL) INDOLIN-2-ONE;1,3-Dihydro-indol-2-one-5-boronic acid pinacol ester;Oxindole-5-boronic acid, pinacol ester;5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-indol-2-one;2H-Indol-2-one, 1,3-dihydro-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;2-dioxaborolan-2-yl)indolin-2-one;5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-1,3-dihydro-2H-indol-2-one;5-(4,4,5,5-TetraMethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-indol-2-one

Chemical Property of 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL) INDOLIN-2-ONE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 232.0 to 236.0 °C
• Boiling Point: 424.907°C at 760 mmHg
• PKA: 14.24±0.20(Predicted)
• Flash Point: 210.776°C
• PSA: 47.56000
• Density: 1.163g/cm³
• LogP: 1.61840
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indolin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL) INDOLIN-2-ONE

There total 4 articles about 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL) INDOLIN-2-ONE 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: 94.0%

→ 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydroindol-2-one (837392-64-0)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 80 ℃; for 16h; Inert atmosphere;

Reference yield: 93.8%

5-bromo-2-indolin-2-one (20870-78-4) + bis(pinacol)diborane (73183-34-3) → 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydroindol-2-one (837392-64-0)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 85 ℃; for 15h;

Reference yield:

2-oxoindole (59-48-3) → 5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydroindol-2-one (837392-64-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide / acetonitrile / 3 h / 0 °C

2: potassium acetate / (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 16 h / 100 °C

With N-Bromosuccinimide; potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; acetonitrile;

upstream raw materials:

5-bromo-2-indolin-2-one

bis(pinacol)diborane

2-oxoindole

5-Bromo-1H-indole-2,3-dione

Downstream raw materials:

5-{5-[1-(2,6-dichloro-3-fluoro-phenyl)-ethoxy]-6-methyl-pyridin-3-yl}-1,3-dihydro-indol-2-one

2-(2,3-Difluoro-phenyl)-5-(2-methyl-5-pyridin-3-yl-2H-pyrazol-3-yl)-1H-indole

C₂₂H₁₇Cl₂FN₄O₂

spiro(cyclopropane-1,3-indolin)-2-one-5-boronic acid pinacol ester