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CS-W001157 4
Total: USD 88.00

5-Chloro-6-methylpyrimidin-4-amine

  • CAS No. 13040-89-6

  • Cat. No. CS-0045645
  • Purity≥96%
  • MDL No.None

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

5-Chloro-6-methylpyrimidin-4-amine|CS-0045645

Structure of 13040-89-6

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General Information

  • CAS No. 13040-89-6
  • Cat. No. CS-0045645
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆ClN₃
  • Molecular Weight 143.57
  • Synonym(s) Pyrimidine, 4-amino-5-chloro-6-methyl- (7CI,8CI)
  • SMILES NC1=NC=NC(C)=C1Cl

Description

5-Chloro-6-methylpyrimidin-4-amine features a pyrimidine core with complementary electron-withdrawing and donating substituents, enabling efficient coupling in cross-coupling reactions. This bench-stable heterocycle integrates readily into pharmaceutical scaffolds, offering enhanced metabolic stability and targeted bioactivity through its balanced electronic profile.

Application

5-Chloro-6-methylpyrimidin-4-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrimidine-based scaffolds through palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its orthogonal reactivity profile—leveraging the chloro group for C–H functionalization and the amine for derivatization—facilitates rapid diversification of heterocyclic cores. The compound exhibits excellent bench stability, ease of purification, and compatibility with common protecting group strategies, making it well-suited for high-throughput synthesis and API development workflows.

Synthesis

  • Route1

    References

    • Chemische Berichte, , vol. 34, p. 1242
  • Route2
    • In-stock
      6-Methylpyrimidin-4-amine|CS-D1591
      3435-28-7
    • null|null
      7647-01-0
    • null|null
      7782-50-5
    • ~%
    • In-stock
      5-Chloro-6-methylpyrimidin-4-amine|CS-0045645
      13040-89-6

    References

    • Chemische Berichte, , vol. 34, p. 1242

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   51.8
  • LogP   1.02062
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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