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

  • CAS No. 89488-30-2

  • Cat. No. CS-D0817
  • Purity≥98%
  • MDL No.MFCD03427657

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

5-Bromo-3-methylpyridin-2-ol|CS-D0817

Structure of 89488-30-2

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General Information

  • CAS No. 89488-30-2
  • Cat. No. CS-D0817
  • Purity ≥98%
  • MDL No. MFCD03427657
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO
  • Molecular Weight 188.02
  • Synonym(s) None
  • SMILES O=C1C(C)=CC(Br)=CN1

Description

5-Bromo-3-methylpyridin-2-ol features a bromine substituent at the 5-position and a methyl group at the 3-position on a pyridin-2-ol scaffold. This electron-deficient heterocycle integrates readily into cross-coupling reactions, offering high stability under standard conditions. The phenolic hydroxyl enables direct functionalization or metal coordination, enhancing utility in medicinal chemistry and materials synthesis.

Application

5-Bromo-3-methylpyridin-2-ol serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling direct functionalization at the pyridine ring via palladium-catalyzed cross-coupling reactions. The bromo group facilitates Suzuki, Stille, and Negishi couplings, while the phenolic hydroxyl and methyl substituents offer orthogonal reactivity for selective derivatization. Its bench-stable solid form and compatibility with standard reaction conditions make it well-suited for iterative synthesis of complex scaffolds.

Synthesis

  • Route1

    References

    • ABBOTT LABORATORIES Patent: EP1428824 A1, 2004 ; Location in patent: Page 49 ;

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   32.86
  • LogP   1.44582
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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