2-Chloro-4,6-dimethylpyrimidine is a heterocyclic building block consisting of a pyrimidine ring bearing a chlorine atom at position 2 and two methyl groups at positions 4 and 6. The pyrimidine ring is one of the most important scaffolds in medicinal chemistry, since it is present in the nucleic acid bases and in a large number of pharmaceutically and agrochemically active compounds. In the synthetic laboratory, this compound serves as an entry point for introducing a substituted pyrimidine framework into target molecules through substitution reactions as well as cross-coupling chemistry.
The property that makes this material sought after is the reactivity of the chlorine atom at position 2, which is activated by the two ring nitrogen atoms and is therefore readily displaced by nucleophiles such as amines, alkoxides and thiolates, or employed in palladium-catalysed coupling reactions. At the same time, the two methyl groups at positions 4 and 6 provide steric hindrance and electronic effects that help direct the selectivity of the reaction, and they can themselves be further functionalised through deprotonation or oxidation. This combination gives chemists good control over the final substitution pattern of the molecule they are constructing.
As a TCI product, the material is supplied with lot data that allows the identity of the batch to be verified. In Indonesia it is typically used in university and institutional research laboratories, in medicinal and organic chemistry groups preparing heterocyclic intermediates, and in industrial R&D settings where substituted pyrimidine scaffolds are assembled on a laboratory scale before being carried forward into larger synthetic routes.
- Nucleophilic aromatic substitution: the chlorine at position 2 is activated by both ring nitrogens, so amines, alkoxides and thiolates displace it cleanly to give 2-substituted pyrimidines.
- Palladium-catalysed cross-coupling: the 2-chloro position serves as the reactive handle for coupling reactions that build carbon–carbon bonds onto the pyrimidine core.
- Medicinal chemistry intermediate synthesis: the pyrimidine ring is a recurring scaffold in pharmaceutically active compounds, making this a practical entry point for analogue preparation.
- Agrochemical research: substituted pyrimidines appear in many agrochemically active structures, so this building block supports the preparation of candidate compounds for screening.
- Side-chain functionalisation studies: the methyl groups at positions 4 and 6 can be elaborated further by deprotonation or oxidation, extending the range of accessible derivatives.
| Brand | TCI |
|---|---|
| CAS number | 4472-44-0 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | available in the pack sizes listed for this catalogue item |
| Physical form | — |
| Storage | keep in the tightly closed original container as indicated on the product label |
- Product code: C2199
Store the material in its tightly closed original container, in a cool, dry and well-ventilated place away from direct sunlight, moisture and incompatible substances, following the storage conditions stated on the product label and Safety Data Sheet. Handle it in a fume hood using appropriate personal protective equipment, including gloves, safety glasses and a laboratory coat, and avoid inhalation of dust or vapour and contact with skin and eyes. Keep the container closed when not in use to preserve batch integrity, label any transferred portions clearly, and dispose of residues and contaminated materials in accordance with applicable laboratory waste procedures.
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