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2-Bromo-6-methylpyridin-3-ol

  • CAS No. 23003-35-2

  • Cat. No. CS-W021625
  • Purity≥97%
  • MDL No.MFCD06655956

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

2-Bromo-6-methylpyridin-3-ol|CS-W021625

Structure of 23003-35-2

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General Information

  • CAS No. 23003-35-2
  • Cat. No. CS-W021625
  • Purity ≥97%
  • MDL No. MFCD06655956
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO
  • Molecular Weight 188.02
  • Synonym(s) 2-Bromo-3-Hydroxy-6-Methylpyridine
  • SMILES CC1=CC=C(O)C(Br)=N1

Description

2-Bromo-6-methylpyridin-3-ol features a bromine substituent at the pyridine ring's 2-position and a methyl group at the 6-position, creating a sterically accessible site for nucleophilic substitution. The phenolic hydroxyl group enhances solubility and enables direct functionalization. This scaffold integrates readily into heterocyclic synthesis pathways, offering a stable, moisture-tolerant platform for constructing advanced intermediates in medicinal chemistry and materials science.

Application

2-Bromo-6-methylpyridin-3-ol serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic bromine and hydroxyl functionality. The molecule exhibits good bench stability and facilitates efficient derivatization under mild conditions, making it suitable for constructing complex pyridine-based scaffolds in medicinal chemistry and agrochemical development.

Synthesis

  • Route1

    References

    • Mooring, Suazette Reid; Jin, Hui; Devi, Narra S.; Jabbar, Adnan A.; Kaluz, Stefan; Liu, Yuan; Van Meir, Erwin G.; Wang, Binghe Journal of Medicinal Chemistry, 2011 , vol. 54, # 24 p. 8471 - 8489
  • Route2

    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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