2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine (CAS: 90213-66-4) is a compound of significant interest in the fields of medicinal chemistry and organic synthesis. Its utility as a core structural element, particularly in the development of pharmaceuticals like Tofacitinib, underscores the importance of understanding its synthesis and broad applications. For scientists and procurement specialists aiming to buy this intermediate, knowledge of its chemical properties and how it's produced is invaluable.

Synthetic Routes to 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine

The synthesis of 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine typically involves the chlorination of a precursor molecule. A common method starts from 7H-pyrrolo[2,3-d]pyrimidine-2,4-diol (also known as 2,4-dihydroxypyrrolo[2,3-d]pyrimidine). This diol is treated with a chlorinating agent, most frequently phosphoryl chloride (POCl3), often in the presence of a base like N,N-Diisopropylethylamine (DIPEA) to manage the reaction's exothermicity and facilitate the substitution of hydroxyl groups with chlorine atoms. The reaction is typically carried out at elevated temperatures. Post-reaction workup involves quenching the excess chlorinating agent, extraction, and purification to yield the desired white powder product. Manufacturers in China often employ optimized versions of these synthetic pathways to achieve high yields and purity.

Diverse Applications in Research and Development

The primary and most recognized application of 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine is its role as a key intermediate in the synthesis of Tofacitinib citrate. Tofacitinib, a Janus kinase inhibitor, has revolutionized the treatment of various autoimmune diseases.

Beyond this prominent use, the compound's inherent reactivity makes it a versatile building block for a wider range of chemical research:

  • Medicinal Chemistry: Researchers utilize it to synthesize novel pyrrolo[2,3-d]pyrimidine derivatives for screening as potential drug candidates targeting various diseases, including cancer and infectious diseases.
  • Agrochemicals: Modified versions of such heterocyclic scaffolds can also find applications in the development of new pesticides and herbicides.
  • Material Science: Certain heterocyclic compounds with specific electronic properties can be explored for applications in advanced materials.

When considering to buy 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine, it's essential to work with suppliers who provide comprehensive technical documentation and can guarantee lot-to-lot consistency. For many, sourcing from a reliable manufacturer in China offers a cost-effective solution for obtaining this vital chemical intermediate for their research and development endeavors.