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5-Bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine

  • CAS No. 1060816-58-1

  • Cat. No. CS-0041792
  • Purity≥97%
  • MDL No.MFCD09909707

*For research and further manufacturing use only, not for direct human use.

5-Bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine|CS-0041792

Structure of 1060816-58-1

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General Information

  • CAS No. 1060816-58-1
  • Cat. No. CS-0041792
  • Purity ≥97%
  • MDL No. MFCD09909707
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃BrClN₃
  • Molecular Weight 232.47
  • Synonym(s) 5-Bromo-2-chloro-1H-pyrrolo[2,3-d]pyrimidine
  • SMILES BrC1=C[NH]C2=C1C=NC(=N2)Cl

Description

5-Bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine features a fused heterocyclic core with strategically positioned halogen substituents. The electron-deficient pyrimidine ring enables direct functionalization in cross-coupling reactions. This bench-stable compound serves as a key intermediate for nucleoside analogs and kinase inhibitors.

Application

5-Bromo-2-chloro-7H-pyrrolo[2,3-d]pyrimidine serves as a versatile building block for the synthesis of purine-based scaffolds. Its dual halogenation pattern enables sequential cross-coupling reactions with high regiocontrol, facilitating access to functionalized heterocycles used in medicinal chemistry and agrochemical development. The compound exhibits excellent bench stability and compatibility with palladium-catalyzed coupling protocols, simplifying purification and scale-up.

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   41.57
  • LogP   2.3738
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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