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CS-W001157 4
Total: USD 88.00

2,4-Dibromo-6-methylpyridin-3-ol

  • CAS No. 23003-29-4

  • Cat. No. CS-0153354
  • Purity≥95%
  • MDL No.MFCD09753265

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

2,4-Dibromo-6-methylpyridin-3-ol|CS-0153354

Structure of 23003-29-4

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General Information

  • CAS No. 23003-29-4
  • Cat. No. CS-0153354
  • Purity ≥95%
  • MDL No. MFCD09753265
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅Br₂NO
  • Molecular Weight 266.92
  • Synonym(s) 2,4-DIBROMO-3-HYDROXY-6-PICOLINE
  • SMILES CC1=CC(=C(C(=N1)Br)O)Br

Description

2,4-Dibromo-6-methylpyridin-3-ol features a pyridinol core with bromine substituents at the 2 and 4 positions and a methyl group at the 6 position, creating a sterically hindered, electron-deficient heterocyclic scaffold. This configuration enables direct coupling in cross-coupling reactions and facilitates functionalization in medicinal chemistry applications.

Application

2,4-Dibromo-6-methylpyridin-3-ol serves as a versatile building block in heterocyclic synthesis, enabling efficient Suzuki-Miyaura and Buchwald-Hartwig coupling reactions. The bromine atoms exhibit high reactivity under palladium catalysis, while the phenolic hydroxyl group provides orthogonal functionality for derivatization. Bench-stable and readily purified by recrystallization, it functions effectively in the construction of substituted pyridine scaffolds relevant to medicinal chemistry and agrochemical development.

Synthesis

  • Route1

    References

    • Meana, Angela; Rodriguez, Justo F.; Sanz-Tejedor, M. Ascension; Garcia-Ruano, Jose L. Synlett, 2003 , # 11 p. 1678 - 1682
  • Route2

    References

    • Meana, Angela; Rodriguez, Justo F.; Sanz-Tejedor, M. Ascension; Garcia-Ruano, Jose L. Synlett, 2003 , # 11 p. 1678 - 1682

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

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   2.62062
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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