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CS-W001157 4
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Methyl 5-bromoquinoline-2-carboxylate

  • CAS No. 1355174-78-5

  • Cat. No. CS-0041303
  • Purity≥98%
  • MDL No.MFCD21086458

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

Methyl 5-bromoquinoline-2-carboxylate|CS-0041303

Structure of 1355174-78-5

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General Information

  • CAS No. 1355174-78-5
  • Cat. No. CS-0041303
  • Purity ≥98%
  • MDL No. MFCD21086458
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈BrNO₂
  • Molecular Weight 266.09
  • Synonym(s) 2-Quinolinecarboxylic acid, 5-bromo-, methyl ester
  • SMILES O=C(C1=NC2=CC=CC(Br)=C2C=C1)OC

Description

Methyl 5-bromoquinoline-2-carboxylate features a quinoline scaffold with strategic bromine and ester functionalities, enabling direct cross-coupling and functionalization. The electron-deficient heterocycle facilitates palladium-catalyzed transformations, while the methyl ester group offers synthetic versatility for downstream derivatization in medicinal chemistry and materials science applications.

Application

Methyl 5-bromoquinoline-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions at the 5-bromo position. The quinoline scaffold provides inherent stability and π-electron richness, while the ester group offers compatibility with standard functional group transformations. This compound exhibits bench stability, ease of purification, and tolerance to diverse reaction conditions, facilitating efficient access to substituted quinoline derivatives relevant to medicinal chemistry and materials science.

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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