3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-indole

Base Information

• Chemical Name: 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-indole
• CAS No.: 851524-90-8
• Molecular Formula: C15H20BNO2
• Molecular Weight: 257.14
• Mol file: 851524-90-8.mol

Synonyms:3-METHYL-5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-INDOLE;3-methyl-5-indole boronic acid pinacol ester;

Chemical Property of 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-indole

Chemical Property:

• PSA: 34.25000
• LogP: 2.77550

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-methyl-5-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole 97.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-indole

There total 5 articles about 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-indole 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: 80.0%

5-bromo-3-methyl-1H-indole (10075-48-6) + bis(pinacol)diborane (73183-34-3) → 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (851524-90-8)

Guidance literature:

With potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In dimethyl sulfoxide; at 80 ℃;

Reference yield: 78.0%

5-bromo-6-methyl-1H-indole (1000343-13-4) + bis(pinacol)diborane (73183-34-3) → 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (851524-90-8)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In 1,4-dioxane; at 80 ℃; for 8h; Schlenk technique; Inert atmosphere;

Reference yield:

5-bromo-3-methyl-1H-indole (10075-48-6) + PdCl2(dppf).CH2Cl2 + bis(pinacol)diborane (73183-34-3) → 3-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (851524-90-8)

Guidance literature:

With potassium acetate; In dimethyl sulfoxide;

upstream raw materials:

5-bromo-3-methyl-1H-indole

bis(pinacol)diborane

5-bromo-1H-indole-3-carboxaldehyde

5-bromo-1H-indole

Downstream raw materials:

2-(1-(4-Amino-3-(3-methyl-1H-indol-5-yl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)ethyl)-3-(3-fluorophenyl)-4H-chromen-4-one