1H-Pyrrolo[2,3-b]pyridine, 5-Methyl-1-[(4-Methylphenyl)sulfonyl]-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine, 5-Methyl-1-[(4-Methylphenyl)sulfonyl]-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-
• CAS No.: 1036028-17-7
• Molecular Formula: C21H25BN2O4S
• Molecular Weight: 412.317
• Mol file: 1036028-17-7.mol

Synonyms:1H-Pyrrolo[2,3-b]pyridine, 5-Methyl-1-[(4-Methylphenyl)sulfonyl]-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-;5-Methyl-1-tosyl-7-azaindole-3-boronic acid pinacol ester;5-Methyl-1-[(4-methylphenyl)sulfonyl]-7-azaindole-3-boronic acid pinacol ester

Chemical Property of 1H-Pyrrolo[2,3-b]pyridine, 5-Methyl-1-[(4-Methylphenyl)sulfonyl]-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-

Chemical Property:

• PSA: 78.80000
• LogP: 4.27010

Purity/Quality:

97% ^*data from raw suppliers

5-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrolo[2,3-b]pyridine, 5-Methyl-1-[(4-Methylphenyl)sulfonyl]-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-

There total 1 articles about 1H-Pyrrolo[2,3-b]pyridine, 5-Methyl-1-[(4-Methylphenyl)sulfonyl]-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)- 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: 69.0%

3-bromo-5-methyl-1-tosyl-1H-pyrrolo[2,3-b]pyridine (1036028-16-6) + bis(pinacol)diborane (73183-34-3) → 5-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (1036028-17-7)

Guidance literature:

3-bromo-5-methyl-1-tosyl-1H-pyrrolo[2,3-b]pyridine; bis(pinacol)diborane; With potassium acetate; In 1,4-dioxane; for 0.5h;

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; for 16h; Heating / reflux;

Reference yield: 87.0%

5-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (1036028-17-7) + 4-chloro-5-cyano-2-methylthiopyrimidine (33089-15-5) → 4-(5-methyl-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(methylthio)pyrimidine-5-carbonitrile (1036028-18-8)

Guidance literature:

5-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine; 4-chloro-5-cyano-2-methylthiopyrimidine; In 1,4-dioxane; for 0.166667h;

With potassium carbonate; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In 1,4-dioxane; water; for 2h;

Reference yield:

5-methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine (1036028-17-7) + 2-chloro-5-fluoro-4-methylthiopyrimidine (87789-51-3) → C20H17FN4O2S2

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; at 20 ℃; for 0.5h; Inert atmosphere; Sealed tube; Reflux;

DOI:10.1021/jm5007275

upstream raw materials:

3-bromo-5-methyl-1-tosyl-1H-pyrrolo[2,3-b]pyridine

bis(pinacol)diborane

Downstream raw materials:

4-(5-methyl-1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)-2-(methylthio)pyrimidine-5-carbonitrile