The amino group on this intermediate participates in a nucleophilic aromatic substitution or amide/urea-type coupling, forming a key bond that connects the imidazole-trifluoromethyl-substituted phenyl ring to the central scaffold of Nilotinib. The trifluoromethyl group and methyl-imidazole confer both lipophilicity and electronic effects, enhancing binding to the ATP-binding site of BCR-ABL while maintaining selectivity. In short, this intermediate is essential for introducing the hydrophobic and heterocyclic moieties that are critical for the drug’s potent kinase inhibition. 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline is an important intermediate in the synthesis of Nilotinib, functioning as the aryl amine component that couples with the previously constructed pyrimidine-pyridine-benzoic acid fragment.
3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline
| API Name | Nilotinib |
|---|---|
| CAS No | 641571-11-1 |
| Molecular Formula | C11H10F3N3 |
| Molecular Weight | 241.21 g/mol |
| Synonyms | 3-(4-methylimidazol-1-yl)-5-(trifluoromethyl)aniline |
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Frequently Asked Questions
The amino group on this intermediate participates in a nucleophilic aromatic substitution or amide/urea-type coupling, forming a key bond that connects the imidazole-trifluoromethyl-substituted phenyl ring to the central scaffold of Nilotinib. The trifluoromethyl group and methyl-imidazole confer both lipophilicity and electronic effects, enhancing binding to the ATP-binding site of BCR-ABL while maintaining selectivity. In short, this intermediate is essential for introducing the hydrophobic and heterocyclic moieties that are critical for the drug’s potent kinase inhibition. 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline is an important intermediate in the synthesis of Nilotinib, functioning as the aryl amine component that couples with the previously constructed pyrimidine-pyridine-benzoic acid fragment.
The CAS number of 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline is 641571-11-1.
The molecular formula of 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline is C11H10F3N3.
The listed molecular weight of 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline is 241.21 g/mol.
3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline is listed as being used in connection with the following API: Nilotinib.
The listed synonym or IUPAC name for 3-(4-Methyl-1H-imidazol-1-yl)-5-(trifluoromethyl)aniline is 3-(4-methylimidazol-1-yl)-5-(trifluoromethyl)aniline.