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Ethyl 7-bromoquinoline-3-carboxylate

  • CAS No. 1226762-74-8

  • Cat. No. CS-0095997
  • Purity≥95%
  • MDL No.MFCD16657753

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

Ethyl 7-bromoquinoline-3-carboxylate|CS-0095997

Structure of 1226762-74-8

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General Information

  • CAS No. 1226762-74-8
  • Cat. No. CS-0095997
  • Purity ≥95%
  • MDL No. MFCD16657753
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₀BrNO₂
  • Molecular Weight 280.12
  • Synonym(s) Ethyl 7-broMoquinoli
  • SMILES O=C(C1=CC2=CC=C(Br)C=C2N=C1)OCC

Description

Ethyl 7-bromoquinoline-3-carboxylate features a brominated quinoline core with an ethyl ester at the 3-position, enabling direct functionalization in cross-coupling reactions. The electron-deficient heterocycle facilitates palladium-catalyzed transformations, while the ester group offers versatility in downstream derivatization. This bench-stable reagent integrates seamlessly into synthetic sequences for medicinal chemistry and materials science applications.

Application

Ethyl 7-bromoquinoline-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions at the 7-position. The bromo group exhibits high reactivity in Suzuki, Stille, and Negishi couplings, while the quinoline core provides structural rigidity and π-conjugation beneficial for pharmaceutical scaffolds. Bench-stable and readily purified by column chromatography, it functions efficiently in multi-step syntheses requiring selective functionalization.

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   3.174
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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