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Methyl 6-bromoquinoline-4-carboxylate

  • CAS No. 1601063-72-2

  • Cat. No. CS-0187520
  • Purity≥97%
  • MDL No.None

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

Methyl 6-bromoquinoline-4-carboxylate|CS-0187520

Structure of 1601063-72-2

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General Information

  • CAS No. 1601063-72-2
  • Cat. No. CS-0187520
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈BrNO₂
  • Molecular Weight 266.09
  • Synonym(s) Methyl 6-bromo-4-quinolinecarboxylate
  • SMILES O=C(C1=CC=NC2=CC=C(Br)C=C12)OC

Description

Methyl 6-bromoquinoline-4-carboxylate is a bench-stable, moisture-tolerant heterocyclic ester featuring a bromine atom at the 6-position and a methyl carboxylate group at the 4-position of the quinoline core. This configuration enables direct coupling in cross-coupling reactions and facilitates downstream functionalization in medicinal chemistry and materials synthesis.

Application

Methyl 6-bromoquinoline-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine handle. The quinoline scaffold provides inherent stability and π-electron richness, while the ester group offers orthogonal reactivity for further functionalization. This compound exhibits excellent bench stability, facilitates straightforward purification, and functions reliably in standard coupling protocols used for pharmaceutical and agrochemical intermediate development.

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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