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CS-W001157 4
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5-Amino-3-(trifluoromethyl)pyridine-2-carbonitrile

  • CAS No. 573762-62-6

  • Cat. No. CS-W019785
  • Molecule weight187.12
  • Purity≥98%
  • MDL No.MFCD17010171

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

5-Amino-3-(trifluoromethyl)pyridine-2-carbonitrile|CS-W019785

Structure of 573762-62-6

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General Information

  • CAS No. 573762-62-6
  • Cat. No. CS-W019785
  • Purity ≥98%
  • MDL No. MFCD17010171
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄F₃N₃
  • Molecular Weight 187.12
  • Synonym(s) 5-Amino-3-(trifluoromethyl)-2-pyridinecarbonitrile; 5-Amino-2-cyano-3-(trifluoromethyl)pyridine; 5-Amino-3-(trifluoromethyl)2-cyanopyridine; 5-Amino-3-(trifluoromethyl)picolinonitrile
  • SMILES N#CC1=NC=C(N)C=C1C(F)(F)F

Description

5-Amino-3-(trifluoromethyl)pyridine-2-carbonitrile features a trifluoromethyl group and a nitrile moiety positioned ortho to a primary amine on a pyridine scaffold. This electron-deficient heterocycle integrates readily into pharmaceutical intermediates, leveraging its polar functional groups for enhanced solubility and reactivity under standard conditions.

Application

5-Amino-3-(trifluoromethyl)pyridine-2-carbonitrile serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds through standard coupling and cyclization reactions. Its complementary electron-withdrawing trifluoromethyl and nitrile groups enhance regioselectivity in electrophilic substitutions, while the amino functionality permits facile derivatization. The compound exhibits good bench stability and facilitates purification via standard chromatographic methods, supporting scalable applications in API development.

Synthesis

  • Route1
    • null|null
      956104-45-3
    • ~85%
    • In-stock
      5-Amino-3-(trifluoromethyl)pyridine-2-carbonitrile|CS-W019785
      573762-62-6

    References

    • SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH Patent: WO2008/119015 A2, 2008 ; Location in patent: Page/Page column 51 ;
  • Route2

    References

    • SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH Patent: WO2008/119015 A2, 2008 ; Location in patent: Page/Page column 47-48 ;
  • Route3

    References

    • ARAGON PHARMACEUTICALS, INC.; SMITH, Nicholas, D.; BONNEFOUS, Celine; JULIEN, Jackaline, D. Patent: WO2011/103202 A2, 2011 ; WO 2011/103202 A2

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
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

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Computational Chemistry Data

  • TPSA   62.7
  • LogP   1.55428
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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