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CS-W001157 4
Total: USD 88.00

6-Chloro-5-(trifluoromethyl)pyridin-3-amine

  • CAS No. 99368-68-0

  • Cat. No. CS-W022488
  • Purity≥97%
  • MDL No.None

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

6-Chloro-5-(trifluoromethyl)pyridin-3-amine|CS-W022488

Structure of 99368-68-0

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General Information

  • CAS No. 99368-68-0
  • Cat. No. CS-W022488
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄ClF₃N₂
  • Molecular Weight 196.56
  • Synonym(s) 6-Chloro-5-(trifluoromethyl)
  • SMILES NC1=CC(C(F)(F)F)=C(Cl)N=C1

Description

6-Chloro-5-(trifluoromethyl)pyridin-3-amine features a trifluoromethyl group that enhances metabolic stability and lipophilicity, while the chloro substituent enables selective cross-coupling reactions. This electron-deficient pyridine scaffold integrates readily into bioactive molecules, serving as a key building block in medicinal chemistry for kinase inhibitors and agrochemicals.

Application

6-Chloro-5-(trifluoromethyl)pyridin-3-amine serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. The chloro group facilitates reliable C–C and C–N bond formation under standard conditions, while the trifluoromethyl moiety enhances metabolic stability and lipophilicity. Its bench-stable nature and compatibility with diverse functional groups make it ideal for iterative synthesis in API development.

Synthesis

  • Route1

    References

    • LABORATORIOS ALMIRALL, S.A. Patent: WO2009/21696 A1, 2009 ; Location in patent: Page/Page column 38; 69-70 ; WO 2009/021696 A1
  • Route2
    • In-stock
      2-Chloro-5-nitro-3-(trifluoromethyl)pyridine|CS-W019821
      99368-67-9
    • null|null
      7439-89-6
    • ~%
    • In-stock
      6-Chloro-5-(trifluoromethyl)pyridin-3-amine|CS-W022488
      99368-68-0

    References

    • US2004/77605 A1, ; US 20040077605 A1

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   38.91
  • LogP   2.336
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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