Chemistry Heterocyclic Building Blocks Pyridines tert-butyl pyridin-4-ylcarbamate
Ambeed provide 6 derivatives of tert-butyl pyridin-4-ylcarbamate.
These compounds have the same murcko framework: tert-butyl pyridin-4-ylcarbamateDeprotection: Removal of the Boc protecting group can be achieved using various reagents such as acids (e.g., TFA, trifluoroacetic acid) or strong acids like HCl or HBr in organic solvents. This results in the regeneration of the free amine.
Acylation: The amine nitrogen of the Boc-protected pyridine derivative can undergo acylation reactions with various acyl chlorides or acid anhydrides, forming amide linkages.
Substitution Reactions: The tert-butyl group of the Boc protecting group can undergo substitution reactions. For example, it can be replaced by other functional groups or nucleophiles under appropriate conditions.
Cross-coupling Reactions: Boc-protected amines can participate in cross-coupling reactions, such as Suzuki-Miyaura or Buchwald-Hartwig reactions, allowing for the introduction of various substituents.
Reductive Amination: Boc-protected amines can undergo reductive amination reactions with carbonyl compounds in the presence of reducing agents such as sodium cyanoborohydride or sodium triacetoxyborohydride, leading to the formation of secondary amines.
Oxidation Reactions: The amine functionality within Boc-protected compounds can be oxidized to form amine oxides or other oxidized derivatives under appropriate conditions.
Functional Group Transformations: Boc-protected amines can undergo various functional group transformations, such as reduction, alkylation, or halogenation reactions, depending on the desired synthetic route.
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tert-Butyl (2-cyanopyridin-4-yl)carbamate
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tert-Butyl (3-mercaptopyridin-4-yl)carbamate
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tert-Butyl (2-bromopyridin-4-yl)carbamate
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tert-Butyl 2-bromo-4-((tert-butoxycarbonyl)amino)nicotinate