3-(5-bromo-1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione

Base Information

• Chemical Name: 3-(5-bromo-1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione
• CAS No.: 1010100-26-1
• Molecular Formula: C₁₃H₁₁BrN₂O₃
• Molecular Weight: 323.146
• Mol file: 1010100-26-1.mol

Synonyms:3-(5-bromo-1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione

Chemical Property of 3-(5-bromo-1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione

Chemical Property:

Purity/Quality:

95%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(5-bromo-1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione

There total 2 articles about 3-(5-bromo-1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione 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: 53.0%

(+/-)-α-aminoglutarimide (2353-44-8,673485-72-8) + methyl 4-bromo-2-(bromomethyl)benzoate (78471-43-9) → 3-(5-bromo-1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione (1010100-26-1)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 80 ℃; for 12h; Inert atmosphere;

Reference yield:

4-bromo-2-methyl-benzoic acid methyl ester (99548-55-7) → 3-(5-bromo-1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione (1010100-26-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / acetonitrile / 21 h / Reflux

2.1: triethylamine / N,N-dimethyl-formamide / 1.25 h

2.2: 2 h / Reflux

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); triethylamine; In N,N-dimethyl-formamide; acetonitrile;

Reference yield: 68.0%

3-(5-bromo-1-oxo-1,3-dihydro-2H-isoindol-2-yl)piperidine-2,6-dione (1010100-26-1) + phenylmethanethiol (100-53-8) → 3-(5-(benzylthio)-1-oxoisoindolin-2-yl)piperidine-2,6-dione

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 110 ℃; for 3h;

upstream raw materials:

4-bromo-2-methyl-benzoic acid methyl ester

(+/-)-α-aminoglutarimide

methyl 4-bromo-2-(bromomethyl)benzoate