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CS-W001157 4
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6-Bromoquinoline-3-carbaldehyde

  • CAS No. 1196155-68-6

  • Cat. No. CS-0133769
  • Purity≥97%
  • MDL No.None

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

6-Bromoquinoline-3-carbaldehyde|CS-0133769

Structure of 1196155-68-6

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General Information

  • CAS No. 1196155-68-6
  • Cat. No. CS-0133769
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₆BrNO
  • Molecular Weight 236.06
  • Synonym(s) 6-broMo-3-Quinolinecarboxaldehyde
  • SMILES O=CC1=CC2=CC(Br)=CC=C2N=C1

Description

6-Bromoquinoline-3-carbaldehyde features a bromine substituent at the 6-position and an aldehyde group at the 3-position of the quinoline core. This electron-deficient heterocycle integrates readily into cross-coupling reactions, serving as a key scaffold for pharmaceutical intermediates and functional materials.

Application

6-Bromoquinoline-3-carbaldehyde serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions and nucleophilic additions due to its orthogonal reactivity at the aldehyde and bromo sites. Its bench-stable nature and compatibility with standard purification methods facilitate efficient incorporation into complex molecular architectures, including pharmaceutical intermediates and functional materials.

Synthesis

  • Route1
    • 6-Bromo-3-quinolinemethanol|CS-0021480
      1345445-92-2
    • ~61%
    • In-stock
      6-Bromoquinoline-3-carbaldehyde|CS-0133769
      1196155-68-6

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH Patent: US2012/94976 A1, 2012 ; Location in patent: Page/Page column 58 ;
  • Route2

    References

    • AMGEN INC.; CHENG, Yuan; POWERS, Timothy; ASHTON, Kate; BROWN, James; HARRIED, Scott; HITCHCOCK, Stephen; JUDD, Ted; LOPEZ, Patricia; NIXEY, Thomas; PARAS, Nick A,; POON, Steve F.; ST. JEAN JR., David J.; XUE, Qiufen; ZHONG, Wenge Patent: WO2011/63233 A1, 2011 ; Location in patent: Page/Page column 32 ; WO 2011/063233 A1
  • Route3

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH Patent: US2012/94976 A1, 2012 ;

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   29.96
  • LogP   2.8098
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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