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CS-W001157 4
Total: USD 88.00

2-Pyrimidinamine, 5-(trifluoromethyl)-

  • CAS No. 69034-08-8

  • Cat. No. CS-0030460
  • Purity≥97%
  • MDL No.MFCD10696951

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

2-Pyrimidinamine, 5-(trifluoromethyl)-|CS-0030460

Structure of 69034-08-8

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General Information

  • CAS No. 69034-08-8
  • Cat. No. CS-0030460
  • Purity ≥97%
  • MDL No. MFCD10696951
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₄F₃N₃
  • Molecular Weight 163.10
  • Synonym(s) 2-Pyrimidinamine, 5-(trifluoromethyl)- (9CI)
  • SMILES NC1=NC=C(C(F)(F)F)C=N1

Description

5-(Trifluoromethyl)pyrimidin-2-amine features a trifluoromethyl group that imparts strong electron-withdrawing character and enhanced metabolic stability. This pyrimidine scaffold integrates readily into kinase inhibitors and pharmaceutical intermediates, offering improved solubility and bioavailability. The amine functionality enables efficient coupling reactions under standard conditions.

Application

5-(Trifluoromethyl)pyrimidin-2-amine serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles through standard coupling reactions. Its trifluoromethyl group enhances metabolic stability and membrane permeability, while the pyrimidine amine functionality facilitates derivatization via Suzuki-Miyaura, Buchwald-Hartwig, or reductive amination protocols. The compound exhibits excellent bench stability and is compatible with diverse functional groups, supporting efficient route development for pharmaceutical intermediates and agrochemical scaffolds.

Synthesis

  • Route1
    • In-stock
      2-Aminopyrimidine|CS-W020110
      109-12-6
    • null|null
      2314-97-8
    • ~21%
    • In-stock
      2-Pyrimidinamine, 5-(trifluoromethyl)-|CS-0030460
      69034-08-8

    References

    • Kino, Tatsuhito; Nagase, Yu; Ohtsuka, Yuhki; Yamamoto, Kyoko; Uraguchi, Daisuke; Tokuhisa, Kenji; Yamakawa, Tetsu Journal of Fluorine Chemistry, 2010 , vol. 131, # 1 p. 98 - 105
  • Route2

    References

    • US4248618 A1, ;
  • Route3
    • In-stock
      6M Guanidine (hydrochloride) Solution|CS-1350116
      50-01-1
    • null|null
      176214-18-9
    • ~67%
    • In-stock
      2-Pyrimidinamine, 5-(trifluoromethyl)-|CS-0030460
      69034-08-8

    References

    • Yamanaka, Hiroki; Takekawa, Tadashi; Morita, Kenji; Ishihara, Takashi; Gupton, John T. Tetrahedron Letters, 1996 , vol. 37, # 11 p. 1829 - 1832

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   1.0776
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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