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CS-W001157 4
Total: USD 88.00

5-Bromopyridine-2-carbaldehyde

  • CAS No. 31181-90-5

  • Cat. No. CS-D0959
  • Purity≥97%
  • MDL No.MFCD04112535

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

5-Bromopyridine-2-carbaldehyde|CS-D0959

Structure of 31181-90-5

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General Information

  • CAS No. 31181-90-5
  • Cat. No. CS-D0959
  • Purity ≥97%
  • MDL No. MFCD04112535
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BrNO
  • Molecular Weight 186.01
  • Synonym(s) 5-Bromopicolinaldehyde
  • SMILES O=CC1=NC=C(Br)C=C1

Description

5-Bromopyridine-2-carbaldehyde features a pyridine ring bearing bromine at the 5-position and an aldehyde group at the 2-position, enabling direct functionalization in cross-coupling and multicomponent reactions. This electron-deficient heteroaryl scaffold integrates readily into pharmaceutical intermediates and ligand frameworks under standard conditions.

Application

5-Bromopyridine-2-carbaldehyde serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling efficient construction of heterocyclic scaffolds. Its bromo and aldehyde functionalities offer orthogonal reactivity for cross-coupling reactions and nucleophilic additions, facilitating the synthesis of complex pharmaceutical intermediates. The compound exhibits good bench stability and is readily purified by standard techniques, supporting its utility in scalable processes.

Synthesis

  • Route1
    • In-stock
      2,5-Dibromopyridine|CS-W001991
      624-28-2
    • null|null
      68-12-2
    • ~73%
    • In-stock
      5-Bromopyridine-2-carbaldehyde|CS-D0959
      31181-90-5

    References

    • WO2007/15744 A1, ; Page/Page column 58-59 ; WO 2007/015744 A1
  • Route2

    References

    • WO2013/13815 A1, ; Page/Page column 228 ; WO 2013/013815 A1
  • Route3
    • In-stock
      5-Bromo-2-iodopyridine|CS-W002668
      223463-13-6
    • null|null
      68-12-2
    • ~89%
    • In-stock
      5-Bromopyridine-2-carbaldehyde|CS-D0959
      31181-90-5

    References

    • Organic Letters, , vol. 6, # 26 p. 4905 - 4907

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.96
  • LogP   1.6566
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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