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CS-W001157 4
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tert-Butyl 4-(6-aminopyridin-3-yl)piperidine-1-carboxylate

  • CAS No. 1198408-35-3

  • Cat. No. CS-0112822
  • Purity≥95%
  • MDL No.MFCD11111266

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

tert-Butyl 4-(6-aminopyridin-3-yl)piperidine-1-carboxylate|CS-0112822

Structure of 1198408-35-3

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General Information

  • CAS No. 1198408-35-3
  • Cat. No. CS-0112822
  • Purity ≥95%
  • MDL No. MFCD11111266
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₅H₂₃N₃O₂
  • Molecular Weight 277.36
  • Synonym(s) None
  • SMILES O=C(N1CCC(C2=CC=C(N)N=C2)CC1)OC(C)(C)C

Description

tert-Butyl 4-(6-aminopyridin-3-yl)piperidine-1-carboxylate features a pyridine nitrogen positioned ortho to the piperidine tether, enabling direct functionalization. The tert-butyl carbamate group provides stability and ease of removal under mild acidic conditions. This scaffold integrates readily into medicinal chemistry campaigns targeting kinase inhibitors and CNS-active compounds.

Application

tert-Butyl 4-(6-aminopyridin-3-yl)piperidine-1-carboxylate serves as a versatile building block for constructing pyridine-containing heterocycles in medicinal chemistry. The tert-butyl carbamate group provides excellent bench stability and ease of removal under mild acidic conditions, while the primary amine enables direct derivatization via acylation, alkylation, or coupling reactions. Its piperidine scaffold offers favorable conformational properties and functional group tolerance, facilitating integration into diverse API candidates through standard synthetic protocols.

Synthesis

  • Route1
    • Tert-butyl 6-nitro-3',6'-dihydro-[3,4'-bipyridine]-1'(2'H)-carboxylate|CS-0492917
      1231930-22-5
    • ~99%
    • In-stock
      tert-Butyl 4-(6-aminopyridin-3-yl)piperidine-1-carboxylate|CS-0112822
      1198408-35-3

    References

    • F. HOFFMANN-LA ROCHE AG; BROTHERTON-PLEISS, Christine; JAIME-FIGUEROA, Saul; LOPEZ-TAPIA, Francisco Javier; LOU, Yan; OWENS, Timothy D. Patent: WO2013/24078 A1, 2013 ; Location in patent: Page/Page column 57; 58 ;
  • Route2
    • Tert-butyl 6-amino-3',6'-dihydro-[3,4'-bipyridine]-1'(2'H)-carboxylate|CS-0492918
      1279030-84-0
    • ~58%
    • In-stock
      tert-Butyl 4-(6-aminopyridin-3-yl)piperidine-1-carboxylate|CS-0112822
      1198408-35-3

    References

    • Cho, Young Shin; Borland, Maria; Brain, Christopher; Chen, Christine H.-T.; Cheng, Hong; Chopra, Rajiv; Chung, Kristy; Groarke, James; He, Guo; Hou, Ying; Kim, Sunkyu; Kovats, Steven; Lu, Yipin; O'Reilly, Marc; Shen, Junqing; Smith, Troy; Trakshel, Gary; Voegtle, Markus; Xu, Mei; Xu, Ming; Sung, Moo Je Journal of Medicinal Chemistry, 2010 , vol. 53, # 22 p. 7938 - 7957
  • Route3

    References

    • F. HOFFMANN-LA ROCHE AG; BROTHERTON-PLEISS, Christine; JAIME-FIGUEROA, Saul; LOPEZ-TAPIA, Francisco Javier; LOU, Yan; OWENS, Timothy D. Patent: WO2013/24078 A1, 2013 ;

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

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