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CS-W001157 4
Total: USD 88.00

4-Amino-2-chloropyrimidine

  • CAS No. 7461-50-9

  • Cat. No. CS-D0609
  • Purity≥96%
  • MDL No.MFCD00194051

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

4-Amino-2-chloropyrimidine|CS-D0609

Structure of 7461-50-9

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General Information

  • CAS No. 7461-50-9
  • Cat. No. CS-D0609
  • Purity ≥96%
  • MDL No. MFCD00194051
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄ClN₃
  • Molecular Weight 129.55
  • Synonym(s) None
  • SMILES ClC1=NC=CC(N)=N1

Description

4-Amino-2-chloropyrimidine serves as a key heterocyclic scaffold in medicinal chemistry, enabling direct incorporation into kinase inhibitors and antiviral agents. The amino group facilitates nucleophilic substitution, while the chloro substituent provides a reactive handle for palladium-catalyzed coupling. This molecule exhibits favorable solubility and stability under standard conditions, supporting efficient derivatization in process development workflows.

Application

4-Amino-2-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 palladium-catalyzed cross-coupling or displacement with diverse nucleophiles. Its bench-stable nature and compatibility with common protecting groups make it well-suited for multi-step synthesis workflows in API development.

Synthesis

  • Route1
    • null|null
      3934-20-1
    • ~69%
    • In-stock
      4-Amino-2-chloropyrimidine|CS-D0609
      7461-50-9
    • In-stock
      2-Amino-4-chloropyrimidine|CS-D0608
      3993-78-0

    References

    • WO2010/20556 A1, ; Page/Page column 62 ; WO 2010/020556 A1
  • Route2
    • null|null
      3934-20-1
    • ~58%
    • In-stock
      4-Amino-2-chloropyrimidine|CS-D0609
      7461-50-9

    References

    • WO2009/64418 A1, ; Page/Page column 84-85 ; WO 2009/064418 A1
  • Route3
    • Cytosine Lamivudine Impurity|CS-0214072
      71-30-7
    • ~81%
    • In-stock
      4-Amino-2-chloropyrimidine|CS-D0609
      7461-50-9

    References

    • Molecules, , vol. 17, # 4 p. 4533 - 4544

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

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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