5-bromo-N-cyclopentyl-2-methoxybenzenesulfonamide

Base Information

• Chemical Name: 5-bromo-N-cyclopentyl-2-methoxybenzenesulfonamide
• CAS No.: 915930-21-1
• Molecular Formula: C12H16BrNO3S
• Molecular Weight: 334.234
• Mol file: 915930-21-1.mol

Synonyms:5-bromo-N-cyclopentyl-2-methoxybenzenesulfonamide

Chemical Property of 5-bromo-N-cyclopentyl-2-methoxybenzenesulfonamide

Chemical Property:

• Boiling Point: 452.0±55.0 °C (760 mmHg)
• PSA: 63.78000
• Density: 1.54±0.1 g/cm3 (20 °C, 760 mmHg)
• LogP: 4.15030

Purity/Quality:

5-Bromo-N-cyclopentyl-2-methoxybenzenesulfonamide 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-bromo-N-cyclopentyl-2-methoxybenzenesulfonamide

There total 2 articles about 5-bromo-N-cyclopentyl-2-methoxybenzenesulfonamide 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:

5-bromo-2-methoxybenzenesulfonyl chloride (23095-05-8) + Cyclopentamine (1003-03-8) → 5-bromo-N-cyclopentyl-2-methoxybenzenesulfonamide (915930-21-1)

Guidance literature:

With bis(isopropyl)ethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/jm201283q

Reference yield:

1-bromo-4-methoxy-benzene (104-92-7) → 5-bromo-N-cyclopentyl-2-methoxybenzenesulfonamide (915930-21-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: chlorosulfonic acid / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

1.2: 5 h / Inert atmosphere

2.1: pyridine / 8 h / 20 °C / Inert atmosphere

With pyridine; chlorosulfonic acid; In dichloromethane;

DOI:10.1016/j.bioorg.2021.104849

Reference yield:

5-bromo-N-cyclopentyl-2-methoxybenzenesulfonamide (915930-21-1) + bis(pinacol)diborane (73183-34-3) → N-cyclopentyl-2-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenesulfonamide

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 95 ℃; for 8h;

DOI:10.1016/j.bioorg.2021.104849

upstream raw materials:

5-bromo-2-methoxybenzenesulfonyl chloride

Cyclopentamine

1-bromo-4-methoxy-benzene

Downstream raw materials:

N-cyclopentyl-5-(3,5-dimethylisoxazol-4-yl)-2-methoxybenzenesulfonamide

N-cyclopentyl-5-(3,5-dimethylisoxazol-4-yl)-2-(3-morpholinopropoxy) benzene sulfonamide

N-cyclopentyl-5-(3,5-dimethylisoxazol-4-yl)-2-(2-(piperazin-1-yl)ethoxy)benzenesulfonamide

N-cyclopentyl-5-(3,5-dimethylisoxazol-4-yl)-2-methoxy-N-methylbenzenesulfonamide

Refernces

• 1、 Bamborough, Paul,Diallo, Hawa,Goodacre, Jonathan D.,Gordon, Laurie,Lewis, Antonia,Seal, Jonathan T.,Wilson, David M.,Woodrow, Michael D.,Chung, Chun-Wa. "Fragment-based discovery of bromodomain inhibitors part 2: Optimization of phenylisoxazole sulfonamides". supporting information; experimental part. p. 587 - 596. Retrieved 2012/03/26.