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CS-W001157 4
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3-Bromoquinolin-8-amine

  • CAS No. 139399-67-0

  • Cat. No. CS-W006441
  • Purity≥98%
  • MDL No.MFCD11040216

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

3-Bromoquinolin-8-amine|CS-W006441

Structure of 139399-67-0

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General Information

  • CAS No. 139399-67-0
  • Cat. No. CS-W006441
  • Purity ≥98%
  • MDL No. MFCD11040216
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrN₂
  • Molecular Weight 223.07
  • Synonym(s) 3-Bromo-8-quinolinamine
  • SMILES NC1=CC=CC2=C1N=CC(Br)=C2

Description

3-Bromoquinolin-8-amine features a brominated quinoline core with a strategically positioned amine group, enabling direct coupling in cross-coupling reactions. This electron-deficient scaffold integrates readily into pharmaceutical intermediates and functional materials, offering enhanced reactivity under standard conditions.

Application

3-Bromoquinolin-8-amine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions for the construction of biaryl scaffolds. Its bromine and amine functionalities offer orthogonal reactivity, facilitating sequential functionalization in late-stage diversification. The compound exhibits good bench stability and is readily purified by column chromatography, making it well-suited for iterative synthesis workflows in drug discovery programs.

Synthesis

  • Route1

    References

    • SHIONOGI and CO., LTD. Patent: EP1375486 A1, 2004 ; Location in patent: Page 114; 115 ;
  • Route2

    References

    • Monatshefte fuer Chemie, , vol. 122, # 11 p. 935 - 942
  • Route3

    References

    • Journal fuer Praktische Chemie (Leipzig), , vol. <2> 48, p. 158 Journal fuer Praktische Chemie (Leipzig), , vol. <2> 50, p. 239

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   38.91
  • LogP   2.5795
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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