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CS-W001157 4
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tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate

  • CAS No. 119285-07-3

  • Cat. No. CS-W023001
  • Purity≥95%
  • MDL No.MFCD05864841

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

tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate|CS-W023001

Structure of 119285-07-3

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General Information

  • CAS No. 119285-07-3
  • Cat. No. CS-W023001
  • Purity ≥95%
  • MDL No. MFCD05864841
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₂N₄O₂
  • Molecular Weight 278.35
  • Synonym(s) 4-(5-AMINOPYRIDIN-2-YL)PIPERAZINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
  • SMILES C(=O)(OC(C)(C)C)N1CCN(CC1)C2=NC=C(C=C2)N

Description

tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate features a pyridine nitrogen strategically positioned to enable direct functionalization, paired with a bench-stable tert-butyl carbamate protecting group. This combination facilitates efficient coupling reactions and simplifies purification in synthetic sequences targeting bioactive heterocycles.

Application

tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate serves as a versatile building block for the synthesis of bioactive heterocycles, enabling direct access to pyridine-piperazine scaffolds common in medicinal chemistry. The tert-butyl carbamate group provides excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. Its compatibility with standard coupling reactions and tolerance to diverse functional groups supports efficient integration into multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • WARNER-LAMBERT COMPANY, LLC Patent: US2005/182078 A1, 2005 ; Location in patent: Page/Page column 9; 12 ; US 20050182078 A1
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 54, # 7 p. 2433 - 2446
  • Route3
    • N-Boc-piperazine Olaparib Impurity|CS-0214004
      57260-71-6
    • ~%
    • In-stock
      tert-Butyl 4-(5-aminopyridin-2-yl)piperazine-1-carboxylate|CS-W023001
      119285-07-3

    References

    • Journal of Medicinal Chemistry, , vol. 54, # 7 p. 2433 - 2446

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

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Computational Chemistry Data

  • TPSA   71.69
  • LogP   1.7209
  • H_Acceptors   5
  • H_Donors   1
  • Rotatable_Bonds   1

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