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

Base Information

• Chemical Name: 1H-Pyrrolo[2,3-b]pyridine, 5-bromo-4-chloro-1-(phenylsulfonyl)-
• CAS No.: 876343-81-6
• Molecular Formula: C13H8 Br Cl N2 O2 S
• Molecular Weight: 371.642
• Mol file: 876343-81-6.mol

Synonyms:1-Phenylsulfonyl-5-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine

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

Chemical Property:

• Vapor Pressure: 1.57E-10mmHg at 25°C
• Refractive Index: 1.71
• Boiling Point: 510.3°C at 760 mmHg
• Flash Point: 262.4°C
• PSA: 60.34000
• Density: 1.73g/cm³
• LogP: 4.77000

Purity/Quality:

99%, ^*data from raw suppliers

5-Bromo-4-chloro-1-(phenylsulfonyl)-7-azaindole 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-4-chloro-1-(phenylsulfonyl)-

There total 2 articles about 1H-Pyrrolo[2,3-b]pyridine, 5-bromo-4-chloro-1-(phenylsulfonyl)- 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: 99.6%

5-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine (876343-82-7) + benzenesulfonyl chloride (98-09-9) → 5-bromo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (876343-81-6)

Guidance literature:

5-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h;

benzenesulfonyl chloride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

Reference yield:

5-bromo-4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine (685513-96-6) → 5-bromo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (876343-81-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / isopropyl alcohol

2: sodium hydride / tetrahydrofuran

With sulfuric acid; sodium hydride; In tetrahydrofuran; isopropyl alcohol;

DOI:10.1016/j.bmcl.2012.05.128

Reference yield: 87.1%

5-bromo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (876343-81-6) + phenylboronic acid (98-80-6) → 4-chloro-5-phenyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (1172067-03-6)

Guidance literature:

In ethanol; toluene; at 80 ℃; for 24h;

upstream raw materials:

5-bromo-4-chloro-1H-pyrrolo[2,3-b]pyridine

benzenesulfonyl chloride

5-bromo-4-chloro-1-triisopropylsilanyl-1H-pyrrolo[2,3-b]pyridine

Downstream raw materials:

1-benzenesulfonyl-5-bromo-4-chloro-2-iodo-1H-pyrrolo[2,3-b]pyridine

5-bromo-4-chloro-2-iodo-1-(2-iodobenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine

4-chloro-5-(3-methoxyphenyl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

4-chloro-5-phenyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

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