2-Aminopyrimidine丨CAS 109-12-6

2-Aminopyrimidine丨CAS 109-12-6 is a versatile heterocyclic aromatic compound featuring a pyrimidine ring substituted with an amino group at the 2-position. Due to its electron-rich nitrogen atoms and reactive amino functionality, it is widely used in organic synthesis, medicinal chemistry, and materials science.
This compound serves as a key intermediate in the production of pharmaceuticals, agrochemicals, and functional materials, particularly in the synthesis of heterocyclic scaffolds with biological activity.

1. Pharmaceutical Intermediates
2-Aminopyrimidine is a valuable building block in the synthesis of biologically active molecules, particularly those targeting nucleic acid pathways or enzymatic activity. It serves as a core fragment in:
● Antiviral agents (e.g., for HIV or hepatitis)
● Antitumor and anticancer compounds
● Antimicrobial drugs
● Central nervous system (CNS) agents, such as anticonvulsants or antidepressants
Example Derivatives:
● Kinase inhibitors targeting ATP-binding sites often incorporate aminopyrimidine motifs.
● Sulfonylurea herbicides and certain anti-inflammatory drugs use aminopyrimidine as a scaffold.
2. Agrochemicals
It is used in the synthesis of herbicides, fungicides, and plant growth regulators, where the aminopyrimidine ring provides the structural basis for high biological activity and selectivity.
Examples:
● Pyrimidine-derived sulfonylureas and triazolopyrimidines used in weed control
● Derivatives with systemic activity against plant pathogens
3. Heterocyclic Synthesis
Due to its nucleophilic amino group and basic nitrogen centers, 2-aminopyrimidine serves as a precursor in the synthesis of complex polyheterocyclic compounds, including:
● Purines, imidazopyrimidines, triazines, and pyrazolopyrimidines
● Bridged or fused-ring systems with pharmacological potential
These transformations are crucial in drug discovery for structure-based design and lead optimization.
4. Materials Science and Organic Electronics
2-Aminopyrimidine is being explored for use in the development of:
● Functional polymers
● Light-emitting materials
● Liquid crystals
● Metal-chelating ligands
Its electron-donating amino group and π-conjugated ring system make it useful in designing molecules for organic electronics and sensor devices.
5. Analytical Chemistry
It is occasionally used as a reagent or marker in analytical applications such as:
● Fluorescent tagging of biomolecules
● Preparing coordination complexes for spectroscopic analysis

1. Versatile Reactivity
The amino group at the 2-position provides a site for nucleophilic substitution, acylation, or condensation, while the pyrimidine ring offers electron delocalization and protonation sites.
This allows it to participate in a wide range of organic transformations, including:
● Cyclization reactions
● Cross-coupling reactions (e.g., Suzuki, Buchwald-Hartwig)
● Reductive aminations and Schiff base formation
2. Biologically Relevant Scaffold
The pyrimidine ring is present in DNA and RNA bases (cytosine, thymine, uracil), making 2-aminopyrimidine a privileged structure in medicinal chemistry. Its incorporation can lead to high bioavailability, enzyme binding, and target specificity.
3. Compact and Efficient Building Block
● Low molecular weight and simple structure make it ideal for combinatorial chemistry.
● Readily modifiable to form diverse libraries of drug-like molecules.
4. Stable and Easy to Handle
● Solid at room temperature, with good stability under ambient conditions.
● Soluble in common solvents, facilitating reaction setup and purification.

2-Aminopyrimidine丨CAS 109-12-6 is a highly versatile heterocycle widely used across pharmaceutical, agricultural, and materials chemistry. As a core intermediate in synthesizing biologically active molecules and functional materials, it offers reactivity, stability, and structural diversity. Its applications continue to expand in fields such as drug discovery, bioconjugation, and organic electronics, reinforcing its value as a key chemical building block in modern research and industrial synthesis.