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

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine, 3-iodo-1-[(4-methylphenyl)sulfonyl]-
• CAS No.: 664982-01-8
• Molecular Formula: C14H11IN2O2S
• Molecular Weight: 398.224
• Mol file: 664982-01-8.mol

Synonyms:3-Iodo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine;1H-Pyrrolo[2,3-b]pyridine,3-iodo-1-[(4-methylphenyl)sulfonyl];3-iodo-1-tosyl-7-azaindole;AMTH014;3-iodo-1-[(4-methylphenyl)sulfonyl]-1H-pyrrolo[2,3-b]pyridine;

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

Chemical Property:

• PSA: 60.34000
• LogP: 4.26710

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrrolo[2,3-b]pyridine, 3-iodo-1-[(4-methylphenyl)sulfonyl]-

There total 5 articles about 1H-Pyrrolo[2,3-b]pyridine, 3-iodo-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: 97.0%

p-toluenesulfonyl chloride (98-59-9) + 3-iodo-1H-pyrrolo[2,3-b]pyridine (23616-57-1) → 3-iodo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine (664982-01-8)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; potassium hydroxide; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere; Reflux;

DOI:10.1016/j.tet.2013.01.001

Reference yield: 78.0%

7-Azaindole (271-63-6) + p-toluenesulfonyl chloride (98-59-9) → 3-iodo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine (664982-01-8)

Guidance literature:

7-Azaindole; With potassium hydroxide; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Inert atmosphere;

With iodine; In N,N-dimethyl-formamide; for 1h; Inert atmosphere;

p-toluenesulfonyl chloride; With potassium hydroxide; In N,N-dimethyl-formamide; Inert atmosphere;

DOI:10.1021/acs.orglett.9b02687

Reference yield:

4-methyl-N-(3-trimethylsilanylethynyl-pyridin-2-yl)-benzenesulfonamide → 3-iodo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine (664982-01-8) + 3-iodo-1-(toluene-4-sulfonyl)-2-trimethylsilanyl-1H-pyrrolo[2,3-b]pyridine

Guidance literature:

With iodine; potassium carbonate; In acetonitrile; at 0 - 20 ℃; for 24h; Title compound not separated from byproducts.;

DOI:10.1016/j.tetlet.2003.10.207

upstream raw materials:

p-toluenesulfonyl chloride

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

7-Azaindole

Downstream raw materials:

3-(2-(2,2-dibromovinyl)phenyl)-1-tosyl-1H-7-azaindole

2-(1-tosyl-1H-7-azaindol-3-yl)benzaldehyde

Meriolin 1

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