tert-Butyl 2,4-dichloro-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate
[CAS# 903129-71-5]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound
• Name: tert-Butyl 2,4-dichloro-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate
• Molecular Formula: C₁₁H₁₃Cl₂N₃O₂
• Molecular Weight: 290.15
• CAS Registry Number: 903129-71-5
• EC Number: 849-495-2
• SMILES: CC(C)(C)OC(=O)N1CC2=C(C1)N=C(N=C2Cl)Cl

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H302-H315-H319-H332-H335
• Precautionary Statements: P261-P280-P305+P351+P338

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Eye irritation	Eye Irrit.	2	H319
Skin sensitization	Skin Sens.	1	H317

Discovory and Applicatios

Tert-butyl 2,4-dichloro-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate is a compound with a wide range of applications in pharmaceuticals and materials science due to its unique structure.

Tert-butyl 2,4-dichloro-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate was synthesized via a series of reactions involving the cyclization of appropriate precursors under controlled conditions. The synthesis marked a major advance in heterocyclic chemistry, providing a pathway to complex nitrogen-containing fused ring systems.

The molecular structure of tert-butyl 2,4-dichloro-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate includes a pyrrolopyrimidine core with a tert-butyl ester functional group. This arrangement confers it with specific chemical properties, such as moderate solubility in organic solvents and stability under typical laboratory conditions. Chlorine substituents at the 2- and 4-positions enhance its reactivity and modify its electronic properties, making it amenable to a variety of chemical modifications.

In pharmaceuticals, tert-butyl 2,4-dichloro-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate is a valuable scaffold for the development of bioactive compounds. Its structural features enable the synthesis of analogs with potential therapeutic properties, including antibacterial, antiviral, and anticancer activities. Researchers explore derivatives of this compound to improve the efficacy and selectivity of drugs against specific molecular targets in disease pathways.

In materials science, tert-butyl 2,4-dichloro-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate is used as a building block for the synthesis of functional materials and polymers. Its ability to participate in polymerization reactions and form stable complexes with metal ions makes it suitable for the manufacture of advanced materials such as conductive polymers, luminescent materials, and molecular sensors. These applications exploit its unique electronic and structural properties to design materials with customized functionalities.

Derivatives of tert-butyl 2,4-dichloro-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate are also finding applications in agrochemicals and specialty chemicals. Due to their biological activity against pests and weeds, they have the potential to serve as herbicides and insecticides, contributing to sustainable agricultural practices. The selective toxicity and environmental compatibility of these derivatives make them valuable tools in crop protection and pest management strategies.

Further studies on tert-butyl 2,4-dichloro-5H-pyrrolo[3,4-d]pyrimidine-6(7H)-carboxylate are aimed at expanding its applications in nanotechnology, catalysis, and biomedical engineering. The focus is on optimizing synthetic routes, exploring new derivatives, and studying the mechanisms of its interaction with biological systems. These advances are expected to discover new applications and enhance the impact of this compound in various scientific disciplines.