1H-Pyrrolo[2,3-b]pyridine, 5-bromo-1-[(4-methylphenyl)sulfonyl]-

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine, 5-bromo-1-[(4-methylphenyl)sulfonyl]-
• CAS No.: 479552-71-1
• Molecular Formula: C14H11BrN2O2S
• Molecular Weight: 351.224
• Mol file: 479552-71-1.mol

Synonyms:N-TBS-5-bromoindole;5-Bromo-1-TBDMS-1H-indole;5-bromo-1-(tert-butyl-dimethyl-silanyl)-1H-indole;5-bromo-1-tosyl-1H-pyrrolo[2,3-b]pyridine;5-bromo-1-(tert-butyldimethylsilyl)-1H-indole;5-bromo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine;1H-Indole,5-bromo-1-[(1,1-dimethylethyl)dimethylsilyl];5-bromo-1-[(4-methylphenyl)sulphonyl]-1H-pyrrolo[2,3-b]pyridine;

Chemical Property of 1H-Pyrrolo[2,3-b]pyridine, 5-bromo-1-[(4-methylphenyl)sulfonyl]-

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• PSA: 60.34000
• LogP: 4.42500

Purity/Quality:

5-Bromo-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-bromo-1-[(4-methylphenyl)sulfonyl]-

There total 2 articles about 1H-Pyrrolo[2,3-b]pyridine, 5-bromo-1-[(4-methylphenyl)sulfonyl]- 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: 99.48%

p-toluenesulfonyl chloride (98-59-9) + 5-bromo-1H-pyrrolo[2,3-b]pyridine (183208-35-7) → 5-bromo-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine (479552-71-1)

Guidance literature:

5-bromo-1H-pyrrolo[2,3-b]pyridine; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h;

p-toluenesulfonyl chloride; In tetrahydrofuran; mineral oil; at 20 ℃; for 2h;

Reference yield:

→ 5-bromo-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine (479552-71-1)

Guidance literature:

Reference yield: 91.0%

5-bromo-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine (479552-71-1) → (2R*,3S*)-3,5-dibromo-1-tosyl-2,3-dihydro-1H-pyrrolo[2,3-b]pyridin-2-ol

Guidance literature:

With N-Bromosuccinimide; water; In acetone; at 20 ℃; for 5h;

DOI:10.1016/j.tet.2021.132404

upstream raw materials:

p-toluenesulfonyl chloride

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

Downstream raw materials:

1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine-5-carboxylic acid methyl ester

1-(toluene-4-sulfonyl)-5-vinyl-1H-pyrrolo[2,3-b]pyridine

5-phenyl-1-(p-tolylsulfonyl)pyrrolo[2,3-b]pyridine

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