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CS-W001157 4
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Ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate

  • CAS No. 238749-50-3

  • Cat. No. CS-W022655
  • Purity≥96%
  • MDL No.None

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

Ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate|CS-W022655

Structure of 238749-50-3

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General Information

  • CAS No. 238749-50-3
  • Cat. No. CS-W022655
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈BrNO₂S
  • Molecular Weight 274.13
  • Synonym(s) Ethyl2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate
  • SMILES O=C(C1=CC2=C(C=C(Br)S2)N1)OCC

Description

Ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate features a fused thienopyrrole core with a bromine at the 2-position and an ethyl ester at the 5-position. This electrophilic scaffold enables direct functionalization in cross-coupling reactions, delivering complex heterocycles under standard conditions. The molecule exhibits bench-stable handling and compatibility with palladium-mediated transformations.

Application

Ethyl 2-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate serves as a versatile building block for the synthesis of thienopyrrole-based heterocycles. The bromine at the 2-position enables palladium-catalyzed cross-coupling reactions, while the ester functionality supports further derivatization. This compound exhibits good bench stability and facilitates efficient access to complex scaffolds relevant in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Eras, J.; Galvez, C.; Garcia, F. Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 215 - 217
  • Route2

    References

    • Awuah, Samuel G.; Das, Sushanta K.; D'Souza, Francis; You, Youngjae Chemistry - An Asian Journal, 2013 , vol. 8, # 12 p. 3123 - 3132
  • Route3

    References

    • Eras, J.; Galvez, C.; Garcia, F. Journal of Heterocyclic Chemistry, 1984 , vol. 21, p. 215 - 217

Safety Information

Download SDS
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   42.09
  • LogP   3.1686
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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