Chemistry Heterocyclic Building Blocks Pyridines 1-phenyl-3-(4-(pyridin-4-yloxy)phenyl)urea
Ambeed provide 8 derivatives of 1-phenyl-3-(4-(pyridin-4-yloxy)phenyl)urea.
These compounds have the same murcko framework: 1-phenyl-3-(4-(pyridin-4-yloxy)phenyl)urea.
Amide Hydrolysis: Ureas can undergo hydrolysis in the presence of strong acids or bases to form primary amines and carbamic acids. For example, treatment with strong acid would lead to the formation of aniline and 4-(pyridin-4-yloxy)aniline.
Dehydration: Under appropriate conditions, ureas can undergo dehydration reactions to form isocyanates. In this case, you could potentially form an isocyanate derivative.
Aromatic Substitution: The phenyl groups on the molecule are susceptible to electrophilic aromatic substitution reactions, such as halogenation, nitration, and sulfonation.
Reduction: The nitro group in the pyridine ring can be reduced to an amino group using reducing agents like hydrogen and a catalyst or other reagents.
Nucleophilic Substitution: Depending on the reaction conditions, the urea group may be susceptible to nucleophilic substitution reactions, which could lead to the displacement of the urea group with other nucleophiles.
Cross-Coupling Reactions: The aryl groups on the molecule can participate in various cross-coupling reactions, such as Suzuki-Miyaura, Heck, or Buchwald-Hartwig reactions, to form biaryl compounds.
Protecting Group Chemistry: The molecule contains a urea group, which can serve as a protecting group for amines. It can be selectively removed under specific conditions.
Oxidation: The aromatic rings in the molecule can potentially undergo oxidation reactions to form various functional groups, such as phenols or quinones.
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N-Methyl-4-(4-(3-(3-(trifluoromethyl)phenyl)ureido)phenoxy)picolinamide
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4-(4-(3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido)phenoxy)picolinamide
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4-(4-(3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido)phenoxy)picolinic acid
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4-(4-(3-(4-Chloro-3-(trifluoromethyl)phenyl)ureido)-3-fluorophenoxy)picolinamide