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CS-W001157 4
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3-Bromo-4-methylpyridin-2-ol

  • CAS No. 18368-59-7

  • Cat. No. CS-W019265
  • Purity≥97%
  • MDL No.MFCD09839708

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

3-Bromo-4-methylpyridin-2-ol|CS-W019265

Structure of 18368-59-7

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General Information

  • CAS No. 18368-59-7
  • Cat. No. CS-W019265
  • Purity ≥97%
  • MDL No. MFCD09839708
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO
  • Molecular Weight 188.02
  • Synonym(s) 3-bromo-4-methylpyridin-2(1H)-one
  • SMILES CC1=C(Br)C(O)=NC=C1

Description

3-Bromo-4-methylpyridin-2-ol features a bromine substituent at the 3-position and a methyl group at the 4-position on a pyridin-2-ol scaffold. This electron-deficient heterocycle integrates readily into cross-coupling reactions, offering high functional group tolerance and stability under standard conditions. The phenolic hydroxyl enables direct derivatization or metal coordination, facilitating its use in medicinal chemistry and materials synthesis.

Application

3-Bromo-4-methylpyridin-2-ol serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive bromo group and electron-rich pyridine scaffold. The phenolic hydroxyl group provides a handle for derivatization, while the methyl substituent enhances metabolic stability. Bench-stable and compatible with standard purification protocols, it facilitates efficient synthesis of functionalized heterocycles and API intermediates.

Synthesis

  • Route1

    References

    • Synlett, , # 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
  • Route3

    References

    • Synlett, , # 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

Quality Control

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Computational Chemistry Data

  • TPSA   33.12
  • LogP   1.85812
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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