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Ethyl 7-bromoquinoline-2-carboxylate

  • CAS No. 1196153-95-3

  • Cat. No. CS-0198876
  • Purity≥98%
  • MDL No.None

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

Ethyl 7-bromoquinoline-2-carboxylate|CS-0198876

Structure of 1196153-95-3

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General Information

  • CAS No. 1196153-95-3
  • Cat. No. CS-0198876
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₀BrNO₂
  • Molecular Weight 280.12
  • Synonym(s) None
  • SMILES O=C(C1=NC2=CC(Br)=CC=C2C=C1)OCC

Description

Ethyl 7-bromoquinoline-2-carboxylate features a brominated quinoline core with an ester-functionalized C2 position, enabling direct coupling in cross-coupling reactions. The electron-deficient aromatic system enhances reactivity in palladium-catalyzed transformations, while the ethyl ester group offers tunable polarity and stability under standard bench conditions. This compound serves as a modular scaffold for synthesizing bioactive heterocycles and advanced pharmaceutical intermediates.

Application

Ethyl 7-bromoquinoline-2-carboxylate serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling palladium-catalyzed cross-coupling reactions at the C7 position. The quinoline scaffold provides structural rigidity and favorable pharmacophoric properties, while the bromine atom offers high reactivity in Suzuki, Stille, and Negishi couplings. The ester group allows for further derivatization, and the compound exhibits good bench stability and ease of purification, making it well-suited for modular synthesis of complex heterocyclic systems and potential API intermediates.

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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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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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