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Description
TCI D4225 2,5-Dibromopyrimidine is a heterocyclic building block based on a pyrimidine ring carrying two bromine atoms at the 2- and 5-positions. The pyrimidine ring is one of the most important scaffolds in medicinal chemistry because it is present in nucleic acid bases as well as in many drug molecules, which makes its halogenated derivatives highly sought-after starting materials. The two bromine atoms in this compound act as reactive handles that can be replaced in a stepwise manner through transition-metal-catalysed cross-coupling reactions or through nucleophilic aromatic substitution.
The main advantage of this compound lies in the difference in reactivity between the two brominated positions. The 2-position sits between the two ring nitrogen atoms, so it is strongly electron-poor and readily attacked by nucleophiles, while the 5-position behaves more like an ordinary bromoarene and is better suited to Suzuki, Sonogashira, or Stille couplings. This difference gives chemists regioselective control to install two different substituents sequentially on a single core scaffold, a highly efficient strategy for building compound libraries. Its solid form is also stable under normal storage conditions, which makes it practical to use.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on synthetic organic chemistry, medicinal chemistry, and materials chemistry, as well as in industrial R&D units developing new active compounds. Because it is supplied as a stable solid, it suits laboratory conditions where materials may be stored for extended periods between synthetic campaigns, and it can be weighed and handled on a standard bench scale without specialised equipment.
Laboratory Applications
Suzuki–Miyaura cross-coupling: the 5-bromo position behaves like a conventional bromoarene, allowing clean palladium-catalysed carbon–carbon bond formation with boronic acids while the 2-position remains available for later modification.
Nucleophilic aromatic substitution: the electron-poor 2-position, flanked by both ring nitrogen atoms, is readily displaced by amine, alkoxide, or thiolate nucleophiles under comparatively mild conditions, giving substituted pyrimidines directly.
Sequential regioselective functionalisation: the reactivity difference between the two bromine atoms lets chemists install two different substituents one after the other on a single pyrimidine core with predictable selectivity.
Compound library synthesis for medicinal chemistry: the pyrimidine scaffold appears in nucleic acid bases and many drug molecules, so this dibrominated core is an efficient entry point for generating structurally diverse analogue series.
Sonogashira and Stille couplings: the 5-position accepts alkynyl and stannane coupling partners, making the compound useful for building conjugated and extended pyrimidine systems for medicinal or materials chemistry targets.
Specifications
Brand: TCI
CAS number: 32779-37-6
Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
Product code: D4225
Physical form: solid, stable under normal storage conditions
Pack sizes: available in standard TCI research-scale packaging; please confirm the size required when ordering
Handling and Storage
Store the material in its original tightly closed container, in a cool, dry, and well-ventilated place away from direct sunlight, moisture, and incompatible reagents. Amber glass or the supplier's original packaging is suitable for keeping the solid dry and protected from light. Handle it inside a fume hood using nitrile gloves, safety goggles, and a laboratory coat, and avoid generating or inhaling dust when weighing. Keep containers closed when not in use, label any transferred portions clearly, and consult the manufacturer's safety data sheet before use and for waste disposal. Collect residues as halogenated organic waste.
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