Regorafenib iMpurity

Base Information

• Chemical Name: Regorafenib iMpurity
• CAS No.: 1333390-56-9
• Molecular Formula: C₁₄H₉ClF₄N₂O₂
• Molecular Weight: 348.684
• Mol file: 1333390-56-9.mol

Synonyms:1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(2-fluoro-4-hydroxyphenyl)urea

Chemical Property of Regorafenib iMpurity

Chemical Property:

• Boiling Point: 346.9±42.0 °C(Predicted)
• PKA: 9.21±0.31(Predicted)
• Density: 1.599±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Regorafenib iMpurity

There total 10 articles about Regorafenib iMpurity 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: 76.0%

→ 1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(2-fluoro-4-hydroxyphenyl)urea (1333390-56-9)

Guidance literature:

In dichloromethane; at 0 ℃; for 17h; Inert atmosphere;

Reference yield:

regorafenib (755037-03-7) → 4-(4-amino-3-fluorophenoxy)pyridine-2-carboxylic acid methyl amide (757251-39-1) + 1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(2-fluoro-4-hydroxyphenyl)urea (1333390-56-9) + 4-chloro-3-trifluoromethyl-aniline (320-51-4)

Guidance literature:

With hydrogenchloride; at 80 ℃; for 5h;

DOI:10.1039/c7nj01440f

Reference yield:

regorafenib (755037-03-7) → 1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(2-fluoro-4-hydroxyphenyl)urea (1333390-56-9) + C21H15ClF4N4O4

Guidance literature:

With dihydrogen peroxide; In water; at 20 ℃; for 144h;

DOI:10.1039/c7nj01440f

upstream raw materials:

regorafenib

4-chloro-3-trifluoromethyl-aniline

2-fluoro-4-hydroxybenzoic acid

1-chloro-2-(trifluoromethyl)benzene

Downstream raw materials:

regorafenib

4-(4-(3-(4-chloro-3-trifluoromethylphenyl)ureido)-3-fluorophenoxy)-2-(N-1',1',1'-trideuteromethyl)pyridine amide p-toluenesulfonate

C₂₁H₁₂⁽²⁾H₃ClF₄N₄O₃*CH₄O₃S

4-(4-(3-(4-chloro-3-(trifluoromethyl)phenyl)ureido)-3-fluoro-phenoxy)-N-(methyl-d₃)picolinamide hydrochloride

Refernces

• 1、 Wilde, Myron,Arzur, Danielle,Baratte, Blandine,Lefebvre, Dorian,Robert, Thomas,Roisnel, Thierry,Le Jossic-Corcos, Catherine,Bach, Stéphane,Corcos, Laurent,Erb, William. "Regorafenib analogues and their ferrocenic counterparts: Synthesis and biological evaluation". . p. 19723 - 19733. Retrieved 2020/12/04.
• 2、 Baira, Shandilya Mahamuni,Srinivasulu, Gannoju,Nimbalkar, Rakesh,Garg, Prabha,Srinivas,Talluri, M.V.N. Kumar. "Characterization of degradation products of regorafenib by LC-QTOF-MS and NMR spectroscopy: Investigation of rearrangement and odd-electron ion formation during collision-induced dissociations under ESI-MS/MS". . p. 12091 - 12103. Retrieved 2017/10/16.