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CS-W001157 4
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3-Bromo-2-methylquinoline

  • CAS No. 343330-62-1

  • Cat. No. CS-0051478
  • Purity≥96%
  • MDL No.None

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

3-Bromo-2-methylquinoline|CS-0051478

Structure of 343330-62-1

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General Information

  • CAS No. 343330-62-1
  • Cat. No. CS-0051478
  • Purity ≥96%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrN
  • Molecular Weight 222.08
  • Synonym(s) None
  • SMILES CC1=NC2=CC=CC=C2C=C1Br

Description

3-Bromo-2-methylquinoline is a halogenated quinoline derivative featuring a bromine atom at the 3-position and a methyl group at the 2-position, offering enhanced reactivity in palladium-catalyzed cross-coupling reactions. The electron-deficient aromatic core facilitates efficient C–X bond activation, while the steric profile of the methyl substituent supports selective functionalization. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and advanced materials.

Application

3-Bromo-2-methylquinoline serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined halogen functionality. The methyl group at the 2-position enhances regioselectivity in electrophilic substitution and improves metabolic stability in bioactive scaffolds. Bench-stable and readily purified by column chromatography, it functions effectively in Suzuki-Miyaura, Stille, and Negishi coupling protocols for constructing complex heterocyclic architectures.

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   3.30572
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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