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CS-W001157 4
Total: USD 88.00

3-Bromo-2,6-dimethylpyridine

  • CAS No. 3430-31-7

  • Cat. No. CS-W002566
  • Purity≥98%
  • MDL No.MFCD00235164

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

3-Bromo-2,6-dimethylpyridine|CS-W002566

Structure of 3430-31-7

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General Information

  • CAS No. 3430-31-7
  • Cat. No. CS-W002566
  • Purity ≥98%
  • MDL No. MFCD00235164
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₈BrN
  • Molecular Weight 186.05
  • Synonym(s) 2,6-Dimethyl-3-bromopyridine
  • SMILES CC1=NC(C)=C(Br)C=C1

Description

3-Bromo-2,6-dimethylpyridine features a pyridine core with strategically positioned bromo and methyl groups, enabling selective functionalization in cross-coupling reactions. The electron-deficient ring and steric shielding from adjacent methyl substituents enhance reactivity control and stability under standard conditions. This compound serves as a key building block for bioactive heterocycles and advanced ligands.

Application

3-Bromo-2,6-dimethylpyridine serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling direct functionalization at the C3 position via palladium-catalyzed cross-coupling reactions. The methyl groups at C2 and C6 provide steric protection and enhance stability, while the bromine facilitates reliable coupling with arylboranes, organotin reagents, and amines. Its bench-stable, crystalline form simplifies handling and purification in multi-step syntheses.

Synthesis

  • Route1
    • null|null
      108-48-5
    • ~56%
    • In-stock
      3-Bromo-2,6-dimethylpyridine|CS-W002566
      3430-31-7

    References

    • Zimmermann, Nicole; Meggers, Eric; Schultz, Peter G. Bioorganic Chemistry, 2004 , vol. 32, # 1 p. 13 - 25
  • Route2
    • null|null
      108-48-5
    • ~9%
    • In-stock
      3-Bromo-2,6-dimethylpyridine|CS-W002566
      3430-31-7
    • In-stock
      3,5-Dibromo-2,6-dimethylpyridine|CS-W006812
      3430-34-0

    References

    • Zeitschrift fuer Chemie (Stuttgart, Germany), , vol. 28, # 2 p. 59 - 60
  • Route3

    References

    • Gazzetta Chimica Italiana, , vol. 30 I, p. 94

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1760
Class : 8
Packing Group : Ⅲ
Hazard Statements : H227-H315-H318-H335
Precautionary Statements : P210-P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P370+P378-P403-P405-P501

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   2.46094
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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