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

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine, 3-bromo-1-[(4-methylphenyl)sulfonyl]-
• CAS No.: 226085-18-3
• Molecular Formula: C14H11 Br N2 O2 S
• Molecular Weight: 351.224
• Hs Code.: 2933990090
• Mol file: 226085-18-3.mol

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

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

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.684
• Boiling Point: 514.893°C at 760 mmHg
• PKA: -0.12±0.30(Predicted)
• Flash Point: 265.198°C
• PSA: 60.34000
• Density: 1.597g/cm³
• LogP: 4.42500
• Storage Temp.: 2-8°C

Purity/Quality:

97% ^*data from raw suppliers

3-Bromo-1-tosyl-1H-pyrrolo[2,3-b]pyridine ^*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, 3-bromo-1-[(4-methylphenyl)sulfonyl]-

There total 4 articles about 1H-Pyrrolo[2,3-b]pyridine, 3-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: 94.0%

3-bromo-1H-pyrrolo[2,3-b]pyridine (74420-15-8) + p-toluenesulfonyl chloride (98-59-9) → 3-bromo-1-(4-methylbenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine (226085-18-3)

Guidance literature:

3-bromo-1H-pyrrolo[2,3-b]pyridine; With sodium hydride; In tetrahydrofuran; at 10 - 20 ℃; Large scale;

p-toluenesulfonyl chloride; In tetrahydrofuran; at 10 - 20 ℃; for 1.5h; Large scale;

Reference yield: 89.0%

1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine (348640-02-8) → 3-bromo-1-(4-methylbenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine (226085-18-3)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; at 0 - 25 ℃; for 24h;

DOI:10.1016/j.bioorg.2019.103474

Reference yield: 84.0%

p-toluenesulfonyl chloride (98-59-9) → 3-bromo-1-(4-methylbenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine (226085-18-3)

Guidance literature:

3-bromo-1H-pyrrolo[2,3-b]pyridine; With n-butyllithium; In tetrahydrofuran; hexanes; at -78 ℃; for 0.25h;

p-toluenesulfonyl chloride; In tetrahydrofuran; hexanes; at -78 - 20 ℃; for 1h;

upstream raw materials:

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

p-toluenesulfonyl chloride

7-Azaindole

1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine

Downstream raw materials:

1-(4-methylbenzenesulfonyl)-3-(tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine

(R)-2-methyl-2-(2-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-ylamino)butanoic acid

decernotinib

methyl 2-methyl-2-((2-(1-tosyl-1H-pyrrolo[2,3-b]pyridin-3-yl)pyrimidin-4-yl)amino)butanoate