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CS-W001157 4
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2-Hydrazinyl-4,6-dimethylpyrimidine

  • CAS No. 23906-13-0

  • Cat. No. CS-0076893
  • Purity≥97%
  • MDL No.MFCD00094479

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

2-Hydrazinyl-4,6-dimethylpyrimidine|CS-0076893

Structure of 23906-13-0

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General Information

  • CAS No. 23906-13-0
  • Cat. No. CS-0076893
  • Purity ≥97%
  • MDL No. MFCD00094479
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₀N₄
  • Molecular Weight 138.17
  • Synonym(s) 4,6-Dimethyl-2-hydrazinopyrimidine
  • SMILES NNC1=NC(C)=CC(C)=N1

Description

2-Hydrazinyl-4,6-dimethylpyrimidine delivers a reactive hydrazino handle for conjugation and cyclization reactions. The electron-rich pyrimidine core enhances nucleophilicity, while methyl groups provide steric stabilization. This bench-stable reagent integrates efficiently into synthetic sequences requiring selective N–N bond formation under mild conditions.

Application

2-Hydrazinyl-4,6-dimethylpyrimidine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyrimidine-based scaffolds through condensation and cyclization reactions. Its hydrazinyl group exhibits reliable reactivity with carbonyl compounds and electrophiles, facilitating the construction of fused heterocycles and functionalized derivatives. The dimethyl substitution enhances bench stability and solubility, supporting straightforward isolation and purification. This compound functions effectively in standard synthetic workflows for medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • PROTEOSTASIS THERAPEUTICS, INC.; TAIT, Bradley; POWELL, Noel, A.; CULLEN, Matthew Patent: WO2012/154880 A1, 2012 ; Location in patent: Page/Page column 60 ;
  • Route2
    • 4,6-Dimethyl-2-(methylthio)pyrimidine|CS-0045787
      14001-64-0
    • ~70%
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      2-Hydrazinyl-4,6-dimethylpyrimidine|CS-0076893
      23906-13-0

    References

    • Vio; Mamolo Farmaco, Edizione Scientifica, 1983 , vol. 38, # 4 p. 255 - 264
  • Route3
    • null|null
      128381-43-1
    • ~95%
    • In-stock
      2-Hydrazinyl-4,6-dimethylpyrimidine|CS-0076893
      23906-13-0
    • p-Chloroacetophenone oxime|CS-M3526
      1956-39-4

    References

    • Danagulyan, G. G.; Balasanyan, N. G.; Terent'ev, P. B.; Zalinyan, M. G. Chemistry of Heterocyclic Compounds (New York, NY, United States), 1989 , vol. 25, # 12 p. 1369 - 1373 Khimiya Geterotsiklicheskikh Soedinenii, 1989 , # 12 p. 1644 - 1648

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   63.83
  • LogP   0.37904
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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