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Methyl 5-aminobenzo[b]thiophene-2-carboxylate

  • CAS No. 20699-85-8

  • Cat. No. CS-W022860
  • Purity≥96%
  • MDL No.MFCD04123924

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

Methyl 5-aminobenzo[b]thiophene-2-carboxylate|CS-W022860

Structure of 20699-85-8

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General Information

  • CAS No. 20699-85-8
  • Cat. No. CS-W022860
  • Purity ≥96%
  • MDL No. MFCD04123924
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₉NO₂S
  • Molecular Weight 207.25
  • Synonym(s) METHYL 5-AMINO-1-BENZOTHIOPHENE-2-CARBOXYLATE
  • SMILES O=C(C1=CC2=CC(N)=CC=C2S1)OC

Description

Methyl 5-aminobenzo[b]thiophene-2-carboxylate integrates a thiophene core with strategically positioned amino and ester functionalities, enabling direct incorporation into heterocyclic scaffolds. This bench-stable derivative supports synthetic routes requiring electron-rich aromatic systems and offers enhanced solubility in common organic solvents for streamlined reaction workflows.

Application

Methyl 5-aminobenzo[b]thiophene-2-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and materials science. The ortho-amino and ester functionalities enable sequential functionalization, including amidation, Suzuki-Miyaura coupling, and electrophilic substitution. Its bench-stable nature and compatibility with standard purification methods facilitate integration into multi-step syntheses of bioactive scaffolds and conjugated systems.

Synthesis

  • Route1

    References

    • S*BIO PTE LTD Patent: WO2006/101454 A1, 2006 ; Location in patent: Page/Page column 45 ; WO 2006/101454 A1
  • Route2

    References

    • Journal of the American Chemical Society, , vol. 122, # 27 p. 6382 - 6394

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   52.32
  • LogP   2.2701
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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