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CS-W001157 4
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2-Bromo-6-(methyloxy)pyridine

  • CAS No. 40473-07-2

  • Cat. No. CS-D1443
  • Purity≥97%
  • MDL No.MFCD00088345

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

2-Bromo-6-(methyloxy)pyridine|CS-D1443

Structure of 40473-07-2

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General Information

  • CAS No. 40473-07-2
  • Cat. No. CS-D1443
  • Purity ≥97%
  • MDL No. MFCD00088345
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₆BrNO
  • Molecular Weight 188.02
  • Synonym(s) 2-Bromo-6-methoxypyridine; 2-Methoxy-6-bromopyridine; NSC 84173
  • SMILES COC1=CC=CC(Br)=N1

Description

2-Bromo-6-(methyloxy)pyridine is a bench-stable, moisture-tolerant heterocyclic building block featuring a bromine at the C2 position and a methoxy group at C6. This electronic and steric configuration enables efficient cross-coupling reactions in late-stage functionalization, particularly in Suzuki-Miyaura and Negishi transformations. The para-oriented substituents enhance regioselectivity and stability during catalytic processes.

Application

2-Bromo-6-(methyloxy)pyridine serves as a versatile building block in cross-coupling chemistry, enabling efficient construction of substituted pyridine scaffolds. Its bromine substituent facilitates palladium-catalyzed coupling reactions with boronic acids and amines, while the methoxy group provides moderate electron-donating character and ortho-directing capability. The compound exhibits good bench stability and is compatible with standard reaction conditions, making it well-suited for medicinal chemistry and process development workflows requiring selective functionalization of heterocyclic cores.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

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Computational Chemistry Data

  • TPSA   22.12
  • LogP   1.8527
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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