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CS-W001157 4
Total: USD 88.00

5-(Trifluoromethyl)pyridin-2-amine

  • CAS No. 74784-70-6

  • Cat. No. CS-W007857
  • Purity≥97%
  • MDL No.MFCD00042164

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

5-(Trifluoromethyl)pyridin-2-amine|CS-W007857

Structure of 74784-70-6

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General Information

  • CAS No. 74784-70-6
  • Cat. No. CS-W007857
  • Purity ≥97%
  • MDL No. MFCD00042164
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅F₃N₂
  • Molecular Weight 162.11
  • Synonym(s) 5-Trifluoromethyl-2-pyridinamine
  • SMILES NC1=NC=C(C(F)(F)F)C=C1

Description

5-(Trifluoromethyl)pyridin-2-amine delivers a potent electron-deficient pyridine scaffold with enhanced solubility and stability. The trifluoromethyl group imparts strong lipophilicity and metabolic resistance, while the primary amine enables direct functionalization in late-stage diversification. This compound serves as a key building block for pharmaceutical intermediates and agrochemicals.

Application

5-(Trifluoromethyl)pyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized heterocycles via cross-coupling and electrophilic substitution. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the pyridin-2-amine moiety provides a robust platform for further derivatization. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for scalable synthesis and API development.

Synthesis

  • Route1

    References

    • Elmkaddem, Mohammed K.; Fischmeister, Cedric; Thomas, Christophe M.; Renaud, Jean-Luc Chemical Communications, 2010 , vol. 46, # 6 p. 925 - 927
  • Route2
    • null|null
      113495-47-9
    • ~53%
    • In-stock
      5-(Trifluoromethyl)pyridin-2-amine|CS-W007857
      74784-70-6

    References

    • Abramovitch, Rudolph A.; You-Xiong, Wang Heterocycles, 1987 , vol. 26, # 8 p. 2065 - 2068
  • Route3

    References

    • Haga, Takahiro; Fujikawa, Kan-ichi; Koyanagi, Tohru; Nakajima, Toshio; Hayashi, Kouji Heterocycles, 1984 , vol. 22, # 1 p. 117 - 124

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.6826
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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