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CS-W001157 4
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(5-Bromopyridin-3-yl)methanamine

  • CAS No. 135124-70-8

  • Cat. No. CS-0053894
  • Purity≥98%
  • MDL No.None

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

(5-Bromopyridin-3-yl)methanamine|CS-0053894

Structure of 135124-70-8

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General Information

  • CAS No. 135124-70-8
  • Cat. No. CS-0053894
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BrN₂
  • Molecular Weight 187.04
  • Synonym(s) 5-BROMO-3-PYRIDINEMETHYLAMINE
  • SMILES NCC1=CC(Br)=CN=C1

Description

(5-Bromopyridin-3-yl)methanamine features a brominated pyridine core with a primary amine handle, enabling direct coupling in C–N cross-coupling reactions. The electron-deficient ring facilitates nucleophilic substitution, while the pendant amine offers ready derivatization. This bench-stable reagent integrates seamlessly into synthetic routes for bioactive heterocycles and functional materials.

Application

(5-Bromopyridin-3-yl)methanamine serves as a versatile building block for the synthesis of functionalized pyridine derivatives. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the primary amine facilitates conjugation via amidation or reductive amination. The compound exhibits good bench stability and compatibility with standard protecting group strategies, making it well-suited for medicinal chemistry campaigns and API intermediate development.

Synthesis

  • Route1
    • 2-((5-Bromopyridin-3-yl)methyl)isoindoline-1,3-dione|CS-0682572
      219660-71-6
    • ~99%
    • In-stock
      (5-Bromopyridin-3-yl)methanamine|CS-0053894
      135124-70-8

    References

    • US2013/267495 A1, ; Paragraph 0457 ;
  • Route2

    References

    • US2006/287522 A1, ; Page/Page column 26 ; US 20060287522 A1
  • Route3

    References

    • US2013/143863 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2810
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.91
  • LogP   1.3028
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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