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CS-W001157 4
Total: USD 88.00

tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate

  • CAS No. 571188-59-5

  • Cat. No. CS-B0332
  • Purity≥98%
  • MDL No.MFCD11594962

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

tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate|CS-B0332

Structure of 571188-59-5

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General Information

  • CAS No. 571188-59-5
  • Cat. No. CS-B0332
  • Purity ≥98%
  • MDL No. MFCD11594962
  • Storage 4°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₂₂N₄O₂
  • Molecular Weight 278.36
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N1CCN(C2=CC=C(N=C2)N)CC1

Description

tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate features a piperazine scaffold linked to a 6-aminopyridin-3-yl moiety, enabling direct functionalization at the pyridine nitrogen. This bench-stable, moisture-tolerant building block integrates readily into medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds. The tert-butyl ester group facilitates selective deprotection under mild acidic conditions, streamlining downstream conjugation.

Application

tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate serves as a versatile building block for the synthesis of pyridine-containing pharmaceuticals and agrochemicals. The protected amine enables orthogonal functionalization, while the piperazine core facilitates hydrogen bonding and solubility enhancement in drug candidates. It reacts readily in standard coupling and cyclization protocols, offering high bench stability and ease of purification.

Synthesis

  • Route1

    References

    • Imaeda, Yasuhiro; Kawamoto, Tetsuji; Tobisu, Mamoru; Konishi, Noriko; Hiroe, Katsuhiko; Kawamura, Masaki; Tanaka, Toshimasa; Kubo, Keiji Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 6 p. 3125 - 3140
  • Route2

    References

    • Journal of Medicinal Chemistry, , vol. 48, # 7 p. 2388 - 2406
  • Route3

    References

    • Journal of Medicinal Chemistry, , vol. 48, # 7 p. 2388 - 2406

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

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