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tert-Butyl 4-(5-aminopyridin-2-yl)piperidine-1-carboxylate

  • CAS No. 885693-48-1

  • Cat. No. CS-0197634
  • Purity≥97%
  • MDL No.None

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

tert-Butyl 4-(5-aminopyridin-2-yl)piperidine-1-carboxylate|CS-0197634

Structure of 885693-48-1

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General Information

  • CAS No. 885693-48-1
  • Cat. No. CS-0197634
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₃N₃O₂
  • Molecular Weight 277.36
  • Synonym(s) 5-AMINO-1-BOC-3',4',5',6'-TETRAHYDRO-2'H-[2,4']BIPYRIDINYL
  • SMILES CC(C)(C)OC(=O)N1CCC(CC1)C2=NC=C(C=C2)N

Description

tert-Butyl 4-(5-aminopyridin-2-yl)piperidine-1-carboxylate features a pyridine nitrogen flanked by an electron-rich amine and a sterically hindered tert-butyl ester, enabling stable coupling in late-stage functionalization. This scaffold integrates readily into medicinal chemistry campaigns requiring basic nitrogen positioning and metabolic resilience.

Application

tert-Butyl 4-(5-aminopyridin-2-yl)piperidine-1-carboxylate serves as a versatile building block for the synthesis of bioactive heterocycles, enabling direct incorporation of a pyridinylpiperidine scaffold. The tert-butyl carbamate group provides excellent bench stability and facilitates mild deprotection under acidic conditions. The primary amine is compatible with standard coupling reactions and functionalization protocols, offering a robust platform for medicinal chemistry campaigns targeting kinase inhibitors and CNS-directed therapeutics.

Synthesis

  • Route1
    • null|null
      885693-47-0
    • ~99%
    • In-stock
      tert-Butyl 4-(5-aminopyridin-2-yl)piperidine-1-carboxylate|CS-0197634
      885693-48-1

    References

    • Illig, Carl R.; Ballentine, Shelley K.; Chen, Jinsheng; Meegalla, Sanath K.; Rudolph, M. Jonathan; Wall, Mark J.; Wilson, Kenneth J.; Desjarlais, Renee L.; Manthey, Carl L.; Molloy, Christopher J. Patent: US2008/51402 A1, 2008 ; Location in patent: Page/Page column 70 ; US 20080051402 A1
  • Route2
    • null|null
      1085841-76-4
    • ~42%
    • In-stock
      tert-Butyl 4-(5-aminopyridin-2-yl)piperidine-1-carboxylate|CS-0197634
      885693-48-1

    References

    • SMITHKLINE BEECHAM CORPORATION Patent: WO2008/147831 A1, 2008 ; Location in patent: Page/Page column 47 ; WO 2008/147831 A1
  • Route3

    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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362+P364

Quality Control

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Computational Chemistry Data

  • TPSA   68.45
  • LogP   2.7783
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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