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CS-W001157 4
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5-Bromo-2-pyridinemethanamine

  • CAS No. 173999-23-0

  • Cat. No. CS-W003275
  • Purity≥97%
  • MDL No.MFCD06213858

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

5-Bromo-2-pyridinemethanamine|CS-W003275

Structure of 173999-23-0

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General Information

  • CAS No. 173999-23-0
  • Cat. No. CS-W003275
  • Purity ≥97%
  • MDL No. MFCD06213858
  • Storage -20°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BrN₂
  • Molecular Weight 187.04
  • Synonym(s) (5-Bromopyridin-2-yl)methanamine
  • SMILES NCC1=NC=C(Br)C=C1

Description

5-Bromo-2-pyridinemethanamine features a brominated pyridine core paired with a primary amine handle, enabling direct functionalization in transition metal-catalyzed couplings. This bench-stable derivative integrates readily into bioactive scaffolds and pharmaceutical intermediates, where the electron-deficient pyridine ring enhances reactivity in nucleophilic substitution processes.

Application

5-Bromo-2-pyridinemethanamine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromine substituent. The primary amine functionality facilitates direct derivatization or incorporation into peptide-like scaffolds. Its stability under standard bench conditions and compatibility with common protecting groups make it suitable for multi-step synthesis of heterocyclic drug candidates.

Synthesis

  • Route1

    References

    • WO2005/121130 A2, ; Page/Page column 355 ; WO 2005/121130 A2
  • Route2

    References

    • Curtis, Michael; Duclos, Brian A.; Ewin, Richard A.; Johnson, Paul D.; Johnson, Timothy Allen; Vairagoundar, Rajendran; Billen, Denis; Goodwin, Richard M.; Haber-Stuk, Andrea K.; Kyne, Graham M.; Sheehan, Susan M. K. Patent: US2013/237502 A1, 2013 ; Location in patent: Paragraph 0369 ;
  • Route3
    • In-stock
      2,5-Dibromopyridine|CS-W001991
      624-28-2
    • null|null
      74-89-5
    • ~%
    • In-stock
      5-Bromo-2-pyridinemethanamine|CS-W003275
      173999-23-0

    References

    • WO2012/24150 A1, ; Page/Page column 139 ; WO 2012/024150 A1

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

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