Chemistry Heterocyclic Building Blocks Pyridines 2-bromo-5-nitropyridine
Substitution Reactions: The bromine atom is susceptible to nucleophilic substitution reactions. For example, it can be replaced by a nucleophile such as hydroxide ion in an aqueous solution to form 5-nitropyridine.
Reduction Reactions: The nitro group (-NO2) can undergo reduction to form an amino group (-NH2). This can be achieved using reducing agents such as iron and hydrochloric acid (Fe/HCl) or hydrogen gas (H2) over a catalyst such as palladium.
Electrophilic Aromatic Substitution: The nitro group can act as an electron-withdrawing group, making the pyridine ring more susceptible to electrophilic aromatic substitution reactions. For instance, it can react with strong electrophiles such as concentrated sulfuric acid to introduce new substituents onto the pyridine ring.
Metalation Reactions: The pyridine ring can undergo metalation reactions, where a metal inserts itself into the aromatic ring. This can be followed by various functional group transformations or coupling reactions.
Cross-Coupling Reactions: 2-bromo-5-nitropyridine can participate in cross-coupling reactions, such as Suzuki-Miyaura coupling or Heck reaction, where it reacts with another organic halide or organometallic compound in the presence of a suitable catalyst to form a new carbon-carbon bond.
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2-Bromo-5-nitro-3-(trifluoromethyl)pyridine