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

  • CAS No. 82782-85-2

  • Cat. No. CS-W018966
  • Purity≥98%
  • MDL No.None

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

Methyl 4H-thieno[3,2-b]pyrrole-5-carboxylate|CS-W018966

Structure of 82782-85-2

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General Information

  • CAS No. 82782-85-2
  • Cat. No. CS-W018966
  • Purity ≥98%
  • MDL No. None
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇NO₂S
  • Molecular Weight 181.21
  • Synonym(s) thienopyrrole-5-carboxylic acid Methyl ester
  • SMILES O=C(C1=CC2=C(C=CS2)N1)OC

Description

Methyl 4H-thieno[3,2-b]pyrrole-5-carboxylate features a fused heterocyclic core combining thiophene and pyrrole moieties, delivering enhanced electron-rich character and planarity. This scaffold enables direct incorporation into conjugated systems for organic electronics and pharmaceutical intermediates, offering improved stability and solubility under standard conditions.

Application

Methyl 4H-thieno[3,2-b]pyrrole-5-carboxylate serves as a versatile heterocyclic building block for the synthesis of biologically relevant scaffolds. Its thienopyrrole core exhibits robust stability and facilitates electrophilic substitution at C-6 and C-7 positions. The ester functionality enables straightforward derivatization via hydrolysis or nucleophilic displacement, supporting downstream functionalization in medicinal chemistry campaigns. The molecule demonstrates excellent bench stability and compatibility with standard coupling reactions, making it well-suited for modular synthesis workflows.

Synthesis

  • Route1
    • In-stock
      DAO-IN-2|CS-0065213
      39793-31-2
    • null|null
      18107-18-1
    • ~87%
    • In-stock
      Methyl 4H-thieno[3,2-b]pyrrole-5-carboxylate|CS-W018966
      82782-85-2

    References

    • SEPRACOR INC. Patent: US2008/4327 A1, 2008 ; Location in patent: Page/Page column 40 ;
  • Route2
    • null|null
      102244-89-3
    • ~95%
    • In-stock
      Methyl 4H-thieno[3,2-b]pyrrole-5-carboxylate|CS-W018966
      82782-85-2

    References

    • Yarovenko; Semenov; Zavarzin; Ignatenko; Krayushkin Russian Chemical Bulletin, 2003 , vol. 52, # 2 p. 451 - 456
  • Route3

    References

    • Journal of the American Chemical Society, , vol. 129, # 24 p. 7500 - 7501

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

Quality Control

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Computational Chemistry Data

  • TPSA   42.09
  • LogP   2.016
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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