4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-2,4-dioxoimidazolidin-1-yl)-2-fluoro-N-methylbenzamide

Base Information

• Chemical Name: 4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-2,4-dioxoimidazolidin-1-yl)-2-fluoro-N-methylbenzamide
• CAS No.: 1242137-18-3
• Molecular Formula: C₂₁H₁₆F₄N₄O₃
• Molecular Weight: 448.377
• Mol file: 1242137-18-3.mol

Synonyms:4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-2,4-dioxoimidazolidin-1-yl)-2-fluoro-N-methylbenzamide

Chemical Property of 4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-2,4-dioxoimidazolidin-1-yl)-2-fluoro-N-methylbenzamide

Chemical Property:

• Density: 1.48±0.1 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

Oxo-MDV3100(Oxo-enzalutamide) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Oxo-MDV 3100 (Oxo-enzalutamide) is an impurity of Enzalutamide (M199800), which is an androgen-receptor antagonist that blocks androgens from binding to the androgen receptor and prevents nuclear translocation and co-activator recruitment of the ligand-receptor complex. Enzalutamide has been shown to induce tumor cell apoptosis, and is used for the treatment of castration-resistant prostate cancer.

Technology Process of 4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-2,4-dioxoimidazolidin-1-yl)-2-fluoro-N-methylbenzamide

There total 9 articles about 4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-2,4-dioxoimidazolidin-1-yl)-2-fluoro-N-methylbenzamide 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: 70.0%

4-bromo-2-fluoro-N-methylbenzanamide (749927-69-3) + 4-(4,4-dimethyl-2,5-dioxoimidazolidin-1-yl)-2-(trifluoromethyl)benzonitrile (143782-20-1) → 4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-2,4-dioxoimidazolidin-1-yl)-2-fluoro-N-methylbenzamide (1242137-18-3)

Guidance literature:

With copper(l) iodide; potassium carbonate; trans-N,N'-dimethylcyclohexane-1,2-diamine; In toluene; at 110 ℃; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/acs.joc.8b02284

Reference yield:

enzalutamide (915087-33-1) → 4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-2,4-dioxoimidazolidin-1-yl)-2-fluoro-N-methylbenzamide (1242137-18-3) + C21H18F4N4O3

Guidance literature:

With dihydrogen peroxide; In water; acetonitrile; at 60 ℃; for 6h;

DOI:10.1016/j.cclet.2016.09.007

Reference yield:

enzalutamide (915087-33-1) → 4-(3-(4-cyano-3-(trifluoromethyl)phenyl)-5,5-dimethyl-2,4-dioxoimidazolidin-1-yl)-2-fluoro-N-methylbenzamide (1242137-18-3)

Guidance literature:

With dihydrogen peroxide; In ethanol; water; for 1h; Reflux;

upstream raw materials:

enzalutamide

2-fluoro-4-bromobenzoic acid

methyl 4-bromo-2-fluorobenzoate

4-iodo-2-(trifluoromethyl)benzonitrile