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CS-W001157 4
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3-(Trifluoromethyl)pyridin-2-amine

  • CAS No. 183610-70-0

  • Cat. No. CS-W010864
  • Purity≥98%
  • MDL No.MFCD04972538

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

3-(Trifluoromethyl)pyridin-2-amine|CS-W010864

Structure of 183610-70-0

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General Information

  • CAS No. 183610-70-0
  • Cat. No. CS-W010864
  • Purity ≥98%
  • MDL No. MFCD04972538
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅F₃N₂
  • Molecular Weight 162.11
  • Synonym(s) Ethyl 5-Chloro-2,2,3,3,4,4-Hexafluoro-5-Oxopentanoate
  • SMILES NC1=NC=CC=C1C(F)(F)F

Description

3-(Trifluoromethyl)pyridin-2-amine features a trifluoromethyl group at the 3-position and an amine at the 2-position of the pyridine ring, creating a unique electronic profile. This combination enhances solubility in organic solvents while maintaining stability under standard bench conditions. The molecule integrates readily into pharmaceutical scaffolds and serves as a key intermediate in the synthesis of bioactive compounds, particularly those requiring electron-deficient heterocyclic systems.

Application

3-(Trifluoromethyl)pyridin-2-amine serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized heterocycles through standard coupling and electrophilic substitution reactions. Its trifluoromethyl group enhances metabolic stability and lipophilicity, while the pyridin-2-amine moiety provides a reliable handle for further derivatization via Suzuki-Miyaura, Buchwald-Hartwig, or reductive amination protocols. The compound exhibits good bench stability and is compatible with diverse reaction conditions, facilitating streamlined synthesis of advanced intermediates and API candidates.

Synthesis

  • Route1
    • null|null
      911112-72-6
    • ~92%
    • In-stock
      3-(Trifluoromethyl)pyridin-2-amine|CS-W010864
      183610-70-0

    References

    • McArthur, Silvia Gatti; Goetschi, Erwin; Wichmann, Juergen; Woltering, Thomas Johannes Patent: US2007/72879 A1, 2007 ; Location in patent: Page/Page column 18 ; US 20070072879 A1
  • Route2

    References

    • Dunn Journal of Fluorine Chemistry, 1999 , vol. 93, # 2 p. 153 - 157
  • Route3
    • null|null
      67-56-1
    • null|null
      143812-76-4
    • ~4%
    • In-stock
      3-(Trifluoromethyl)pyridin-2-amine|CS-W010864
      183610-70-0
    • null|null
      177211-80-2

    References

    • Chemical Communications, , # 7 p. 813 - 814

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H317-H319
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-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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