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

Base Information

• Chemical Name: 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE
• CAS No.: 376584-62-2
• Molecular Formula: C14H18BNO3
• Molecular Weight: 259.113
• Hs Code.: 2934999090
• Mol file: 376584-62-2.mol

Synonyms:5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-ONE;1-Isoindolinone-5-boronic acid pinacol ester;5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydroisoindol-1-one;1H-Isoindol-1-one, 2,3-dihydro-5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;5-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1H-isoindol-1-one;1-Oxoisoindoline-5-boronic acid, pinacol ester;5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one, 2,3-Dihydro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-isoindol-1-one

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

Chemical Property:

• Boiling Point: 476.6±45.0 °C(Predicted)
• PKA: 13.95±0.20(Predicted)
• PSA: 47.56000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 1.55800
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one is a useful synthetic compound.

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

There total 1 articles about 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ISOINDOLIN-1-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:

4-bromo-2-methyl-benzoic acid methyl ester (99548-55-7) → 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one (376584-62-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 4 h / 20 °C

2.1: ammonia / methanol / 0.17 h / 0 °C

2.2: 16 h / 20 °C

3.1: potassium acetate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 16 h / 70 °C / Inert atmosphere

With N-Bromosuccinimide; ammonia; potassium acetate; dibenzoyl peroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; tetrachloromethane; N,N-dimethyl-formamide;

Reference yield: 64.0%

6-methoxy-3-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-2-bromobenzo[b]thiophene (862081-97-8) + 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one (376584-62-2) → 5-{6-methoxy-3-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-benzo[b]thiophen-2-yl}-2,3-dihydro-isoindol-1-one (862082-04-0)

Guidance literature:

6-methoxy-3-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-2-bromobenzo[b]thiophene; 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one; With sodium carbonate; In 1,4-dioxane; water; for 0.166667h;

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; water; at 90 ℃; for 18h;

With ammonium chloride; In 1,4-dioxane; water;

Reference yield: 40.0%

trifluoromethanesulfonic acid 6-methoxy-1-[4-(2-piperidin-1-ylethoxy)phenoxy]naphthalen-2-yl ester (648904-46-5) + 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one (376584-62-2) → 5-{6-methoxy-1-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-naphthalen-2-yl}-2,3-dihydroisoindol-1-one (862081-30-9)

Guidance literature:

With cesium fluoride; tricyclohexylphosphine; palladium diacetate; In acetonitrile; at 78 ℃; for 18h;

upstream raw materials:

4-bromo-2-methyl-benzoic acid methyl ester

Downstream raw materials:

5-{6-methoxy-1-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-naphthalen-2-yl}-2,3-dihydroisoindol-1-one

5-{6-methoxy-3-[4-(2-piperidin-1-yl-ethoxy)-phenoxy]-benzo[b]thiophen-2-yl}-2,3-dihydro-isoindol-1-one

5-{8-[4-(4-isopropylpiperazin-1-yl)phenylamino]imidazo[1,2-a]pyridin-5-yl}-2,3-dihydro-isoindol-1-one

C₁₈H₁₆N₄O₂