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CS-W001157 4
Total: USD 88.00

2-Chloro-9H-purine

  • CAS No. 1681-15-8

  • Cat. No. CS-W006241
  • Molecule weight154.56
  • Purity≥96%
  • MDL No.MFCD00137826

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

2-Chloro-9H-purine|CS-W006241

Structure of 1681-15-8

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General Information

  • CAS No. 1681-15-8
  • Cat. No. CS-W006241
  • Purity ≥96%
  • MDL No. MFCD00137826
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃ClN₄
  • Molecular Weight 154.56
  • Synonym(s) 2-chloro-5H-purine
  • SMILES ClC1=NC=C2N=CNC2=N1

Description

2-Chloro-9H-purine serves as a key heterocyclic scaffold for medicinal chemistry and nucleoside analog synthesis. This bench-stable, electron-deficient purine derivative facilitates efficient functionalization at C6 and C8 positions, enabling rapid access to biologically active purine frameworks under standard conditions.

Application

2-Chloro-9H-purine serves as a versatile building block in purine chemistry, enabling efficient functionalization at the C2 position. It functions as a key intermediate in the synthesis of nucleoside analogs and purine-based heterocycles, offering reliable reactivity in palladium-catalyzed cross-coupling reactions and nucleophilic substitution processes. Its bench-stable nature and compatibility with diverse reaction conditions make it a practical choice for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • Collection of Czechoslovak Chemical Communications, , vol. 71, # 9 p. 1303 - 1319
  • Route2
    • (2-Chloro-7H-purin-6-yl)hydrazine|CS-0060732
      5404-88-6
    • ~77%
    • In-stock
      2-Chloro-9H-purine|CS-W006241
      1681-15-8

    References

    • Xia, Ran; Xie, Ming-Sheng; Niu, Hong-Ying; Qu, Gui-Rong; Guo, Hai-Ming Green Chemistry, 2014 , vol. 16, # 3 p. 1077 - 1081
  • Route3
    • In-stock
      2-Chloropyrimidine-4,5-diamine|CS-W005962
      14631-08-4
    • null|null
      14036-53-4
    • ~64%
    • In-stock
      2-Chloro-9H-purine|CS-W006241
      1681-15-8

    References

    • Tisler, Miha; Stanovnik, Branko; Zrimsek, Zdenka Heterocycles, 1982 , vol. 17, p. 405 - 411

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   54.46
  • LogP   1.0063
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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