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CS-W001157 4
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6-Bromoquinolin-8-amine

  • CAS No. 57339-57-8

  • Cat. No. CS-0046272
  • Purity≥95%
  • MDL No.MFCD00194777

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

6-Bromoquinolin-8-amine|CS-0046272

Structure of 57339-57-8

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General Information

  • CAS No. 57339-57-8
  • Cat. No. CS-0046272
  • Purity ≥95%
  • MDL No. MFCD00194777
  • Storage RT, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₇BrN₂
  • Molecular Weight 223.07
  • Synonym(s) 6-Bromo-8-quinolinamine
  • SMILES NC1=C2N=CC=CC2=CC(Br)=C1

Description

6-Bromoquinolin-8-amine features a quinoline scaffold bearing bromine at the 6-position and an amino group at the 8-position, enabling direct functionalization in cross-coupling reactions. This electron-deficient heterocycle serves as a key building block for pharmaceutical intermediates and advanced materials, offering high reactivity under palladium catalysis.

Application

6-Bromoquinolin-8-amine serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C8 position via palladium-catalyzed cross-coupling reactions. Its bromine atom exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the aniline functionality offers orthogonal handling for further derivatization. The molecule demonstrates excellent bench stability and facilitates efficient purification, making it well-suited for modular synthesis of quinoline-based scaffolds in API development.

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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