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CS-W001157 4
Total: USD 88.00

4-Boc-1-(5-bromo-2-pyridyl)piperazine

  • CAS No. 153747-97-8

  • Cat. No. CS-M2405
  • Purity≥98%
  • MDL No.MFCD07369772

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

4-Boc-1-(5-bromo-2-pyridyl)piperazine|CS-M2405

Structure of 153747-97-8

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General Information

  • CAS No. 153747-97-8
  • Cat. No. CS-M2405
  • Purity ≥98%
  • MDL No. MFCD07369772
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₀BrN₃O₂
  • Molecular Weight 342.24
  • Synonym(s) Tert-butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate
  • SMILES BrC1=CN=C(N2CCN(C(OC(C)(C)C)=O)CC2)C=C1

Description

4-Boc-1-(5-bromo-2-pyridyl)piperazine features a sterically hindered piperazine core with a Boc-protected amine and a brominated pyridyl group. This combination enables direct coupling in late-stage functionalization, delivering access to diverse bioactive scaffolds under mild conditions. The electron-deficient pyridyl moiety enhances reactivity in transition-metal-catalyzed cross-couplings.

Application

4-Boc-1-(5-bromo-2-pyridyl)piperazine serves as a versatile building block for the synthesis of bioactive heterocycles, particularly in medicinal chemistry and agrochemical development. The bromopyridyl group enables palladium-catalyzed cross-coupling reactions, while the Boc-protected piperazine offers excellent stability and ease of deprotection. This compound functions as a key intermediate in constructing complex scaffolds with defined spatial orientation and functional group compatibility.

Synthesis

  • Route1
    • In-stock
      2,5-Dibromopyridine|CS-W001991
      624-28-2
    • N-Boc-piperazine Olaparib Impurity|CS-0214004
      57260-71-6
    • ~98%
    • In-stock
      4-Boc-1-(5-bromo-2-pyridyl)piperazine|CS-M2405
      153747-97-8

    References

    • Ji, Jianguo; Li, Tao; Bunnelle, William H. Organic Letters, 2003 , vol. 5, # 24 p. 4611 - 4614
  • Route2

    References

    • US2012/184520 A1, ; Page/Page column 17 ;
  • Route3
    • In-stock
      5-Bromo-2-chloropyridine|CS-W002767
      53939-30-3
    • N-Boc-piperazine Olaparib Impurity|CS-0214004
      57260-71-6
    • ~0%
    • tert-Butyl 4-(6-chloropyridin-3-yl)piperazine-1-carboxylate|CS-W004472
      633283-53-1
    • In-stock
      4-Boc-1-(5-bromo-2-pyridyl)piperazine|CS-M2405
      153747-97-8

    References

    • Ji, Jianguo; Li, Tao; Bunnelle, William H. Organic Letters, 2003 , vol. 5, # 24 p. 4611 - 4614

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 : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   45.67
  • LogP   2.9012
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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