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CS-W001157 4
Total: USD 88.00

2-Amino-5-nitropyrimidine

  • CAS No. 3073-77-6

  • Cat. No. CS-D0801
  • Purity≥98%
  • MDL No.MFCD00006103

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

2-Amino-5-nitropyrimidine|CS-D0801

Structure of 3073-77-6

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General Information

  • CAS No. 3073-77-6
  • Cat. No. CS-D0801
  • Purity ≥98%
  • MDL No. MFCD00006103
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄N₄O₂
  • Molecular Weight 140.10
  • Synonym(s) 5-nitropyrimidin-2-ylamine
  • SMILES O=[N+](C1=CN=C(N)N=C1)[O-]

Description

2-Amino-5-nitropyrimidine serves as a key heterocyclic scaffold in medicinal chemistry, integrating an electron-rich amino group with a strongly electron-deficient nitro substituent. This complementary polarity enables versatile coupling reactions and facilitates structural diversification in drug discovery programs.

Application

2-Amino-5-nitropyrimidine serves as a versatile building block in heterocyclic synthesis, enabling access to pyrimidine-based scaffolds through selective functionalization. Its amino and nitro groups offer orthogonal reactivity for sequential transformations, including reduction, coupling, and cyclization reactions. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
    • 5-Nitropyrimidine|CS-0078935
      14080-32-1
    • ~65%
    • In-stock
      2-Amino-5-nitropyrimidine|CS-D0801
      3073-77-6

    References

    • Barczynski, P.; Plas, H. C. van der Journal of Organic Chemistry, 1982 , vol. 47, # 6 p. 1077 - 1080
  • Route2
    • In-stock
      O-Methylisourea hydrochloride|CS-0114088
      5329-33-9
    • 5-Nitropyrimidine|CS-0078935
      14080-32-1
    • ~49%
    • In-stock
      2-Amino-5-nitropyrimidine|CS-D0801
      3073-77-6
    • 2-Methoxy-5-nitropyrimidine|CS-0150218
      14001-69-5

    References

    • Journal of Organic Chemistry, , vol. 47, # 6 p. 1077 - 1080
  • Route3
    • 5-Nitropyrimidine|CS-0078935
      14080-32-1
    • ~49%
    • In-stock
      2-Amino-5-nitropyrimidine|CS-D0801
      3073-77-6
    • 2-Methoxy-5-nitropyrimidine|CS-0150218
      14001-69-5

    References

    • Journal of Organic Chemistry, , vol. 47, # 6 p. 1077 - 1080

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

Quality Control

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Computational Chemistry Data

  • TPSA   94.94
  • LogP   -0.033
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   1

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