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CS-W001157 4
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5-Bromo-3-fluoro-2-methylpyridine

  • CAS No. 1162674-74-9

  • Cat. No. CS-0153529
  • Purity≥98%
  • MDL No.MFCD12196979

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

5-Bromo-3-fluoro-2-methylpyridine|CS-0153529

Structure of 1162674-74-9

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General Information

  • CAS No. 1162674-74-9
  • Cat. No. CS-0153529
  • Purity ≥98%
  • MDL No. MFCD12196979
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BrFN
  • Molecular Weight 190.01
  • Synonym(s) None
  • SMILES CC1=C(C=C(C=N1)Br)F

Description

5-Bromo-3-fluoro-2-methylpyridine is a halogenated pyridine derivative featuring complementary electrophilic and nucleophilic handles. The bromo group enables palladium-catalyzed coupling reactions, while the fluorine atom enhances metabolic stability and modulates electronic properties. The methyl substituent at the 2-position provides steric control and influences regioselectivity in subsequent transformations. This scaffold serves as a key building block in medicinal chemistry and agrochemical synthesis.

Application

5-Bromo-3-fluoro-2-methylpyridine serves as a versatile building block in medicinal chemistry, enabling late-stage functionalization via palladium-catalyzed cross-coupling reactions. The ortho-methyl group enhances regioselectivity in electrophilic substitution, while the bromo and fluoro substituents provide complementary handles for diversification. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient synthesis of complex heterocyclic scaffolds relevant to pharmaceutical development.

Safety Information

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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   12.89
  • LogP   2.29162
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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