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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine

  • CAS No. 63200-54-4

  • Cat. No. CS-W003450
  • Purity≥98%
  • MDL No.MFCD08059281

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

2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine|CS-W003450

Structure of 63200-54-4

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General Information

  • CAS No. 63200-54-4
  • Cat. No. CS-W003450
  • Purity ≥98%
  • MDL No. MFCD08059281
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₃Cl₂N₃
  • Molecular Weight 188.01
  • Synonym(s) 5H-Pyrrolo[3,2-d]pyrimidine, 2,4-dichloro-
  • SMILES Clc1nc(Cl)c2c(n1)cc[nH]2

Description

2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine is a heterocyclic scaffold featuring two chlorine substituents at electron-deficient positions, enabling direct functionalization in cross-coupling reactions. This bench-stable, moisture-tolerant core integrates readily into bioactive molecules and advanced materials, offering high reactivity under mild conditions.

Application

2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of purine-based heterocycles. Its dichloro substitution pattern facilitates selective cross-coupling reactions and nucleophilic aromatic substitution, offering high functional group tolerance and bench stability. The compound functions as a key intermediate in the synthesis of kinase inhibitors and other bioactive scaffolds, with predictable reactivity under standard conditions.

Synthesis

  • Route1

    References

    • Girgis, Nabih S.; Cottam, Howard B.; Larson, Steven B.; Robins, Roland K. Journal of Heterocyclic Chemistry, 1987 , vol. 24, p. 821 - 827
  • Route2
    • 5-Benzyl-2,4-dichloro-5H-pyrrolo[3,2-d]pyrimidine|CS-0732950
      129872-83-9
    • ~80%
    • In-stock
      2,4-Dichloro-5H-pyrrolo[3,2-d]pyrimidine|CS-W003450
      63200-54-4

    References

    • VALEANT RESEARCH and DEVELOPMENT Patent: WO2006/122003 A2, 2006 ; Location in patent: Page/Page column 33; 43-44 ; WO 2006/122003 A2
  • Route3

    References

    • Pharmaceutical Chemistry Journal, , vol. 22, # 2 p. 135 - 141 Khimiko-Farmatsevticheskii Zhurnal, , vol. 22, # 2 p. 185 - 191

Safety Information

Download SDS
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   2.2647
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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