5-Bromo-2-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

Base Information

• Chemical Name: 5-Bromo-2-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine
• CAS No.: 1111638-01-7
• Molecular Formula: C14H11BrN2O2S
• Molecular Weight: 351.224
• Hs Code.: 2933990090
• Mol file: 1111638-01-7.mol

Synonyms:1-(benzenesulfonyl)-5-bromo-2-methylpyrrolo[2,3-b]pyridine;

Chemical Property of 5-Bromo-2-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

Chemical Property:

• Boiling Point: 505.1±60.0 °C(Predicted)
• PKA: -0.63±0.30(Predicted)
• PSA: 60.34000
• Density: 1.59±0.1 g/cm3(Predicted)
• LogP: 4.42500

Purity/Quality:

97% ^*data from raw suppliers

5-Bromo-2-methyl-1-(phenylsulfonyl)-1h-pyrrolo[2,3-b]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-Bromo-2-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

There total 3 articles about 5-Bromo-2-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine 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: 64.1%

1-(benzenesulfonyl)-5-bromo-1H-pyrrolo[2,3-b]pyridine (1001070-33-2) + methyl iodide (74-88-4) → 5-bromo-2-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (1111638-01-7)

Guidance literature:

1-(benzenesulfonyl)-5-bromo-1H-pyrrolo[2,3-b]pyridine; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 0.666667h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; at -78 - 25 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bioorg.2016.02.009

Reference yield:

benzenesulfonyl chloride (98-09-9) + 5-bromo-1H-pyrrolo[2,3-b]pyridine (183208-35-7) → 5-bromo-2-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (1111638-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride / dichloromethane / 16 h / 0 - 20 °C

2.1: n-butyllithium; diisopropylamine / tetrahydrofuran / -25 °C

2.2: 16 h / -25 - 20 °C

With n-butyllithium; N-benzyl-N,N,N-triethylammonium chloride; diisopropylamine; sodium hydroxide; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acsmedchemlett.7b00157

Reference yield:

5-bromo-1H-pyrrolo[2,3-b]pyridine (183208-35-7) → 5-bromo-2-methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (1111638-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydroxide; tetrabutylammomium bromide / dichloromethane / 2 h / 0 °C

2.1: diisopropylamine; n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -35 °C

2.2: 2 h / -35 - 20 °C

With n-butyllithium; tetrabutylammomium bromide; diisopropylamine; sodium hydroxide; In tetrahydrofuran; hexane; dichloromethane;

upstream raw materials:

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

methyl iodide

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

benzenesulfonyl chloride

Downstream raw materials:

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

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

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

1-benzenesulfonyl-5-bromo-3-(1H-indol-5-yl)-2-methyl-1H-pyrrolo[2,3-b]pyridine