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CS-W001157 4
Total: USD 88.00

6-Bromo-3-methylquinoline

  • CAS No. 97041-63-9

  • Cat. No. CS-0102798
  • Purity≥97%
  • MDL No.MFCD09260426

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

6-Bromo-3-methylquinoline|CS-0102798

Structure of 97041-63-9

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General Information

  • CAS No. 97041-63-9
  • Cat. No. CS-0102798
  • Purity ≥97%
  • MDL No. MFCD09260426
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₈BrN
  • Molecular Weight 222.08
  • Synonym(s) Quinoline,6-bromo-3-methyl
  • SMILES CC1=CC2=CC(Br)=CC=C2N=C1

Description

6-Bromo-3-methylquinoline serves as a pivotal building block in heterocyclic synthesis, offering enhanced reactivity at the quinoline core due to the electron-withdrawing bromine and adjacent methyl group. This combination enables efficient coupling reactions under standard conditions, facilitating rapid access to complex pharmaceutical intermediates and functional materials.

Application

6-Bromo-3-methylquinoline serves as a versatile building block in medicinal chemistry and catalytic cross-coupling reactions. The bromine at the 6-position enables reliable Suzuki, Stille, and Negishi couplings, while the 3-methyl group enhances regiochemical control and provides metabolic stability. This compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for modular synthesis of quinoline-based pharmaceuticals and functional materials.

Synthesis

  • Route1

    References

    • Tokunaga, Teruhisa; Hume, William Ewan; Kitoh, Makoto; Nagata, Ryu Patent: US2003/181496 A1, 2003 ;
  • Route2
    • null|null
      116529-80-7
    • ~75%
    • In-stock
      6-Bromo-3-methylquinoline|CS-0102798
      97041-63-9

    References

    • Sumitomo Pharmaceuticals Company, Limited Patent: EP1479384 A1, 2004 ;
  • Route3

    References

    • Organic and Biomolecular Chemistry, , vol. 9, # 2 p. 610 - 615

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   12.89
  • LogP   3.30572
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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