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CS-W001157 4
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5-Bromo-2-chloroquinoline

  • CAS No. 99455-13-7

  • Cat. No. CS-0038859
  • Purity≥98%
  • MDL No.None

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

5-Bromo-2-chloroquinoline|CS-0038859

Structure of 99455-13-7

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General Information

  • CAS No. 99455-13-7
  • Cat. No. CS-0038859
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₅BrClN
  • Molecular Weight 242.50
  • Synonym(s) 5-Bromo-2-chloro-1-azanaphthalene
  • SMILES C1=CC(=C2C=CC(=NC2=C1)Cl)Br

Description

5-Bromo-2-chloroquinoline is a halogenated quinoline derivative featuring complementary reactive sites at the 5-bromo and 2-chloro positions. This scaffold enables selective cross-coupling reactions in transition-metal-catalyzed transformations, facilitating efficient access to functionalized heterocycles for medicinal chemistry and materials science applications.

Application

5-Bromo-2-chloroquinoline serves as a versatile building block in the synthesis of functionalized quinoline scaffolds. Its complementary halogenation pattern enables selective cross-coupling reactions, particularly Suzuki-Miyaura and Stille couplings, with high regiocontrol. The molecule exhibits excellent bench stability and facilitates efficient purification, making it well-suited for medicinal chemistry campaigns and process development.

Synthesis

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      5-Bromo-2-chloroquinoline|CS-0038859
      99455-13-7

    References

    • Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 34, # 10 p. 905 - 913
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    References

    • The Regents, University of California Patent: US5372813 A1, 1994 ; US 5372813 A
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    References

    • WO2008/71961 A1, ; Page/Page column 103 ; WO 2008/071961 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H318
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   12.89
  • LogP   3.6507
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   0

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