Home Chemistry Heterocyclic Building Blocks Quinazolines 2-Cyclopropylquinazoline
Nucleophilic Substitution: The nitrogen atoms in the quinazoline ring can act as nucleophiles and undergo substitution reactions with electrophiles. For example, they can react with alkyl halides or acyl chlorides to form N-substituted quinazolines.
Ring-Opening Reactions: The cyclopropyl ring can undergo ring-opening reactions under various conditions. For instance, it can be cleaved to form an open-chain compound in the presence of strong bases or under thermal conditions.
Aromatic Substitution: If suitable conditions are provided, the aromatic ring in quinazoline can undergo electrophilic aromatic substitution reactions. This could include reactions with reagents like strong acids or Lewis acids that can facilitate electrophilic attack on the aromatic ring.
Reduction: 2-cyclopropylquinazoline can be reduced using reducing agents like lithium aluminum hydride (LiAlH4) or hydrogen gas (H2) over a catalyst to form the corresponding cyclic or acyclic amines.
Oxidation: Under certain conditions, 2-cyclopropylquinazoline can undergo oxidation reactions to form compounds with oxidized functional groups. Common oxidizing agents like potassium permanganate (KMnO4) or m-chloroperbenzoic acid (MCPBA) can be used.
Alkylation/Acylation: The nitrogen atoms in the quinazoline ring can be alkylated or acylated using appropriate alkyl halides or acyl chlorides in the presence of a suitable base or catalyst.
Reductive Amination: The compound can participate in reductive amination reactions, where it reacts with a suitable amine and a reducing agent to form secondary or tertiary amines.
Heterocycle Formation: Depending on the reaction conditions and reagents, 2-cyclopropylquinazoline may undergo further cyclization reactions to form other heterocyclic compounds.
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6-Bromo-4-chloro-2-cyclopropylquinazoline
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4-Chloro-2-cyclopropyl-7-fluoroquinazoline
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4-Chloro-2-cyclopropyl-6-fluoroquinazoline
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2-Cyclopropyl-6-fluoroquinazolin-4-amine
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