Pyrrolo[2,3-d]pyrimidin-4-ol, identified by its CAS number 3680-71-5, is a compound of significant interest within the chemical and pharmaceutical industries. As a key pharmaceutical intermediate, its unique chemical structure and properties make it an invaluable component in complex organic synthesis, particularly in the development of targeted therapies. This article delves into the detailed chemical profile of Pyrrolo[2,3-d]pyrimidin-4-ol, covering its physical characteristics, chemical behavior, and primary applications.

Chemical Identity and Structure

The chemical name Pyrrolo[2,3-d]pyrimidin-4-ol signifies a fused ring system consisting of a pyrrole ring and a pyrimidine ring. Its molecular formula is C6H5N3O, with a molecular weight of approximately 135.12 g/mol. Commonly known synonyms include 7-Deazahypoxanthine and 4-Hydroxypyrrolo[2,3-d]pyrimidine. This structure is critical for its reactivity and its role as a versatile building block in medicinal chemistry.

Key Physical and Chemical Properties

Understanding the physical and chemical properties of Pyrrolo[2,3-d]pyrimidin-4-ol is essential for its handling, storage, and application in synthesis:

  • Appearance: Typically appears as a brown solid. This physical form is typical for many complex organic molecules and dictates handling procedures.
  • Melting Point: It exhibits a high melting point, generally reported in the range of 345-348°C. This high melting point suggests a stable crystalline structure.
  • Solubility: The compound is noted to be soluble in dimethyl sulfoxide (DMSO), a common polar aprotic solvent used in many chemical reactions and analytical techniques.
  • Sensitivity: Pyrrolo[2,3-d]pyrimidin-4-ol is sensitive to moisture and light. Proper storage in sealed containers, protected from light and humidity, is crucial to maintain its integrity and purity, ensuring its suitability for demanding pharmaceutical synthesis.
  • Reactivity: Its structure, featuring nitrogen-containing heterocyclic rings, implies potential for various chemical transformations, including nucleophilic substitutions, additions, and derivatizations, making it a versatile intermediate.

Primary Applications and Significance

The foremost application of Pyrrolo[2,3-d]pyrimidin-4-ol is its role as a pharmaceutical intermediate. It is indispensable in the synthesis pathway of Ruxolitinib Phosphate, a significant drug used in treating myelofibrosis and polycythemia vera. Researchers also utilize this compound in broader organic synthesis projects to create novel chemical entities with potential therapeutic applications. For scientists engaged in drug discovery or process development, Pyrrolo[2,3-d]pyrimidin-4-ol serves as a foundational chemical building block. When considering to buy this compound, it is important to source it from reliable manufacturers that can guarantee consistent quality and provide necessary documentation for regulatory compliance.

In summary, Pyrrolo[2,3-d]pyrimidin-4-ol is a chemically robust and functionally vital intermediate. Its well-defined properties, combined with its critical role in producing advanced pharmaceuticals, underscore its importance in the chemical supply chain. Manufacturers and researchers alike rely on its specific characteristics to drive innovation in medicinal chemistry.