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Description
TCI D4318 2,6-Diamino-4-(pyrrolidin-1-yl)pyrimidine 1-Oxide is a heterocyclic building block built on a pyrimidine ring that carries two amino groups, one pyrrolidine substituent, and an N-oxide function on the ring itself. This combination of groups gives the compound a high nitrogen density and a strong hydrogen-bonding capability. In the laboratory, the material is used as an intermediate in the synthesis of functionalised aminopyrimidine compounds, and equally as a structural reference material in medicinal chemistry research studying the pyrimidine N-oxide family and the relationship between its structure and biological activity.
The property that makes this compound a frequent choice is the presence of three reactive points that complement one another. The amino groups at positions 2 and 6 can be acylated, dialkylated, or used as the starting point for the formation of fused rings; the pyrrolidine ring contributes secondary base character that improves solubility in aqueous media as well as in polar solvents; and the N-oxide function alters the electron distribution of the ring, so that its reactivity pattern and hydrogen-bonding behaviour differ from those of an ordinary pyrimidine. This dense, polar structure also makes purification by recrystallisation more straightforward.
In Indonesian laboratories, this building block is typically handled in university research groups, pharmaceutical research units, and synthetic chemistry service laboratories that prepare functionalised aminopyrimidine derivatives on a bench scale. It is commonly weighed out for multi-step synthesis routes, used as a structural comparison standard in medicinal chemistry studies, and applied in method development work where a well-defined pyrimidine N-oxide reference is needed for structure–activity investigations.
Laboratory Applications
Synthesis of functionalised aminopyrimidines: the two amino groups at positions 2 and 6 offer defined handles for acylation, dialkylation, and further elaboration into more complex targets.
Construction of fused heterocyclic ring systems: the amino substituents serve as starting points for ring-closure chemistry, giving access to fused scaffolds built on the pyrimidine core.
Medicinal chemistry structure–activity studies: the compound acts as a structural reference material for research groups examining the pyrimidine N-oxide family and its biological activity relationships.
Hydrogen-bonding and molecular recognition investigations: the high nitrogen density and strong hydrogen-bonding capability make it a useful probe compound for binding and interaction studies.
Reactivity comparison against ordinary pyrimidines: the N-oxide function alters the ring electron distribution, so the material suits experiments contrasting N-oxide reactivity with unmodified pyrimidine analogues.
Specifications
Brand: TCI
CAS number: 55921-65-8
Category: Chemistry > Building Blocks > Heterocyclic Building Blocks
Chemical name: 2,6-Diamino-4-(pyrrolidin-1-yl)pyrimidine 1-Oxide
Pack sizes: available in standard TCI research-scale packaging; please confirm the pack size required when ordering
Storage: keep in the tightly closed original container as indicated on the manufacturer's label
Handling and Storage
Store the material in its tightly closed original container, protected from moisture and direct sunlight, and follow the storage conditions stated on the manufacturer's label and Safety Data Sheet. Because the compound is a polar, hydrogen-bonding solid, containers should be closed promptly after weighing to limit moisture uptake. Handle the substance in a well-ventilated area or fume hood, wear a laboratory coat, safety glasses, and chemical-resistant gloves, and avoid inhaling dust or generating airborne powder during transfer. Use clean, dry spatulas and glassware to prevent cross-contamination, keep the container clearly labelled, and dispose of residues and contaminated consumables in accordance with your institution's chemical waste procedures.
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