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CS-W001157 4
Total: USD 88.00

4-Amino-5-chloropyrimidine

  • CAS No. 101257-82-3

  • Cat. No. CS-D1543
  • Purity≥98%
  • MDL No.MFCD00233964

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

4-Amino-5-chloropyrimidine|CS-D1543

Structure of 101257-82-3

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General Information

  • CAS No. 101257-82-3
  • Cat. No. CS-D1543
  • Purity ≥98%
  • MDL No. MFCD00233964
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄ClN₃
  • Molecular Weight 129.55
  • Synonym(s) 5-Chloro-4-pyrimidinamine; 4-Amino-5-chloropyrimidine; 4-Pyrimidinamine, 5-chloro- (9CI)
  • SMILES NC1=NC=NC=C1Cl

Description

4-Amino-5-chloropyrimidine serves as a key heterocyclic scaffold in medicinal chemistry, integrating an electron-rich amino group with a reactive chlorine atom. This combination enables direct functionalization in cross-coupling and nucleophilic substitution reactions, facilitating rapid access to diverse pyrimidine-based derivatives for drug discovery applications.

Application

4-Amino-5-chloropyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. The amino group facilitates nucleophilic substitution and coupling reactions, while the chloro substituent provides a reliable handle for transition-metal-catalyzed cross-couplings. This compound exhibits excellent bench stability and compatibility with common protecting group strategies, making it ideal for multi-step synthesis workflows in API development.

Synthesis

  • Route1
    • Pyrimidin-4(1H)-imine|CS-0046023
      163133-86-6
    • ~%
    • In-stock
      4-Amino-5-chloropyrimidine|CS-D1543
      101257-82-3

    References

    • Yakugaku Zasshi, , vol. 62, p. 315,333; dtsch. Ref. S. 95, 106 Chem.Abstr., , p. 5150
  • Route2

    References

    • Journal of the Chemical Society, , p. 3478,3481
  • Route3
    • In-stock
      4,5-Dichloropyrimidine|CS-W009244
      6554-61-6
    • null|null
      64-17-5
    • null|null
      7664-41-7
    • ~%
    • In-stock
      4-Amino-5-chloropyrimidine|CS-D1543
      101257-82-3

    References

    • Journal of the Chemical Society, , p. 3478,3481

Safety Information

Download SDS
GHS Pictogram : N/A
GHS No : N/A
Signal Word : N/A
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

Quality Control

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Computational Chemistry Data

  • TPSA   51.8
  • LogP   0.7122
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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