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CS-W001157 4
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6-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine

  • CAS No. 947248-68-2

  • Cat. No. CS-W008421
  • Molecule weight213.03
  • Purity≥95%
  • MDL No.MFCD11656619

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

6-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine|CS-W008421

Structure of 947248-68-2

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General Information

  • CAS No. 947248-68-2
  • Cat. No. CS-W008421
  • Purity ≥95%
  • MDL No. MFCD11656619
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrN₄
  • Molecular Weight 213.03
  • Synonym(s) 6-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-ylamine
  • SMILES NC1=NN2C=C(Br)C=CC2=N1

Description

6-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine features a fused triazolopyridine core with a bromine substituent at the 6-position and an amino group at C2, enabling direct functionalization in late-stage diversification. This electron-deficient heterocycle serves as a robust scaffold for medicinal chemistry campaigns targeting kinase inhibition and protein-protein interaction modulation.

Application

6-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine serves as a versatile building block for constructing bioactive heterocycles, enabling palladium-catalyzed cross-coupling reactions with broad functional group tolerance. Its bromine and amine functionalities facilitate sequential derivatization, supporting efficient synthesis of pharmaceutical scaffolds. The compound exhibits excellent bench stability and is readily purified by standard chromatographic methods, making it well-suited for iterative medicinal chemistry campaigns.

Synthesis

  • Route1
    • null|null
      1010120-60-1
    • ~99%
    • In-stock
      6-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine|CS-W008421
      947248-68-2

    References

    • MERCK SERONO S.A.; SWINNEN, Dominique; JORAND-LEBRUN, Catherine; GRIPPI-VALLOTTON, Tania; GERBER, Patrick; GONZALEZ, Jerome; SHAW, Jeffrey; JEYAPRAKASHNARAYANAN, Seenisamy Patent: WO2010/100144 A1, 2010 ; Location in patent: Page/Page column 102-103 ; WO 2010/100144 A1
  • Route2
    • null|null
      1010120-60-1
    • In-stock
      Hydroxylamine hydrochloride|CS-0015850
      5470-11-1
    • ~52%
    • In-stock
      6-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine|CS-W008421
      947248-68-2

    References

    • Shionogi and Co., Ltd. Patent: EP2426135 A1, 2012 ; Location in patent: Page/Page column 113 ;
  • Route3

    References

    • WO2011/63908 A1, ; WO 2011/063908 A1 WO2012/143329 A1, ; WO 2012/143329 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   56.21
  • LogP   1.074
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   0

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