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CS-W001157 4
Total: USD 88.00

4-Bromo-2-(difluoromethoxy)-6-methylpyridine

  • CAS No. 1227184-58-8

  • Cat. No. CS-0102209
  • Purity≥97%
  • MDL No.MFCD21605151

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

4-Bromo-2-(difluoromethoxy)-6-methylpyridine|CS-0102209

Structure of 1227184-58-8

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General Information

  • CAS No. 1227184-58-8
  • Cat. No. CS-0102209
  • Purity ≥97%
  • MDL No. MFCD21605151
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BrF₂NO
  • Molecular Weight 238.03
  • Synonym(s) None
  • SMILES CC1=CC(Br)=CC(OC(F)F)=N1

Description

This pyridine derivative features a difluoromethoxy group at the 2-position, enhancing lipophilicity and metabolic stability. The para-bromo substituent enables facile cross-coupling reactions, while the methyl group improves solubility and electronic balance. A robust scaffold for medicinal chemistry applications requiring halogenated heterocycles with tunable physicochemical properties.

Application

4-Bromo-2-(difluoromethoxy)-6-methylpyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-defined electrophilic bromide and compatible trifluoromethyl-like difluoromethoxy group. Its methyl substituent enhances metabolic stability and modulates electronic properties, while the pyridine core provides a platform for further functionalization. The compound exhibits good bench stability and is readily purified by standard chromatographic methods, facilitating integration into multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • AstraZeneca AB Patent: US2010/125087 A1, 2010 ; Location in patent: Page/Page column 18 ; US 20100125087 A1

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   22.12
  • LogP   2.75392
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   2

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