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CS-W001157 4
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N-(2-Bromopyridin-3-yl)pivalamide

  • CAS No. 835882-02-5

  • Cat. No. CS-0179632
  • Purity≥98%
  • MDL No.None

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

N-(2-Bromopyridin-3-yl)pivalamide|CS-0179632

Structure of 835882-02-5

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General Information

  • CAS No. 835882-02-5
  • Cat. No. CS-0179632
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃BrN₂O
  • Molecular Weight 257.13
  • Synonym(s) N-(2-bromopyridin-3-yl)trimethylacetamide
  • SMILES CC(C)(C)C(NC1=CC=CN=C1Br)=O

Description

N-(2-Bromopyridin-3-yl)pivalamide features a sterically shielded pivaloyl group attached to a bromopyridine nitrogen, enhancing stability and facilitating selective functionalization. This bench-stable derivative enables direct coupling in transition-metal-catalyzed cross-coupling reactions, serving as a robust building block for complex heterocyclic architectures in medicinal chemistry and materials science.

Application

N-(2-Bromopyridin-3-yl)pivalamide serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, particularly in the construction of biaryl and heteroaryl scaffolds. The bromopyridine moiety enables efficient Pd-catalyzed coupling with boronic acids and other nucleophiles, while the pivalamide group provides steric protection and enhanced bench stability. Its functional group tolerance and ease of purification make it well-suited for iterative synthesis in medicinal chemistry and process development workflows.

Synthesis

  • Route1
    • In-stock
      2-Bromo-3-pyridinamine|CS-D0804
      39856-58-1
    • null|null
      3282-30-2
    • ~90%
    • In-stock
      N-(2-Bromopyridin-3-yl)pivalamide|CS-0179632
      835882-02-5

    References

    • JANSSEN PHARMACEUTICA, N.V. Patent: WO2005/9967 A2, 2005 ; Location in patent: Page/Page column 25-26 ; WO 2005/009967 A2

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   41.99
  • LogP   2.8287
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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