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Methyl 8-bromoquinoline-5-carboxylate

  • CAS No. 253787-45-0

  • Cat. No. CS-0019011
  • Purity≥97%
  • MDL No.MFCD12963565

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

Methyl 8-bromoquinoline-5-carboxylate|CS-0019011

Structure of 253787-45-0

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General Information

  • CAS No. 253787-45-0
  • Cat. No. CS-0019011
  • Purity ≥97%
  • MDL No. MFCD12963565
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈BrNO₂
  • Molecular Weight 266.09
  • Synonym(s) methyl-8-bromoquinoline-5-carboxylate
  • SMILES O=C(C1=C2C=CC=NC2=C(Br)C=C1)OC

Description

Methyl 8-bromoquinoline-5-carboxylate is a brominated quinoline derivative featuring a methyl ester group at the C5 position. This compound serves as a key intermediate in the synthesis of bioactive heterocycles, leveraging its electron-deficient quinoline core and reactive bromine site for cross-coupling transformations.

Application

Methyl 8-bromoquinoline-5-carboxylate serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. The bromine at the 8-position enables efficient palladium-catalyzed cross-coupling reactions, while the quinoline core provides a rigid, electron-deficient scaffold suitable for bioactive molecule design. The methyl ester group offers a handle for selective reduction or hydrolysis, facilitating downstream functionalization. This compound exhibits excellent bench stability and is compatible with standard synthetic workflows, enabling reliable access to complex quinoline-based architectures.

Safety Information

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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   39.19
  • LogP   2.7839
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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