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CS-W001157 4
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Ethyl 5-amino-3-methylthiophene-2-carboxylate

  • CAS No. 88796-28-5

  • Cat. No. CS-0070568
  • Molecule weight185.24
  • Purity≥96%
  • MDL No.None

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

Ethyl 5-amino-3-methylthiophene-2-carboxylate|CS-0070568

Structure of 88796-28-5

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General Information

  • CAS No. 88796-28-5
  • Cat. No. CS-0070568
  • Purity ≥96%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₁NO₂S
  • Molecular Weight 185.24
  • Synonym(s) 5-AMINO-3-METHYL-THIOPHENE-2-CARBOXYLIC ACID ETHYL ESTER
  • SMILES O=C(OCC)C1=C(C)C=C(N)S1

Description

Ethyl 5-amino-3-methylthiophene-2-carboxylate features a thiophene core with complementary amino and ester functionalities, enabling direct incorporation into heterocyclic scaffolds. The electron-rich ring facilitates transition-metal-catalyzed coupling reactions, while the bench-stable amino group supports sequential derivatization in synthetic sequences.

Application

Ethyl 5-amino-3-methylthiophene-2-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical synthesis. The amino and ester functionalities enable sequential transformations, including coupling reactions, amidation, and cyclization, while the methylthio group offers site-specific derivatization potential. Bench-stable and readily purified by standard chromatography, it functions effectively in multistep syntheses of bioactive thiophene-based scaffolds.

Synthesis

  • Route1
    • Ethyl 4-cyano-3-methylbut-3-enoate|CS-0968272
      66066-39-5
    • ~29%
    • In-stock
      Ethyl 5-amino-3-methylthiophene-2-carboxylate|CS-0070568
      88796-28-5

    References

    • SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED Patent: WO2005/44008 A2, 2005 ; Location in patent: Page/Page column 96-97 ;
  • Route2
    • Ethyl 5-amino-3-methylthiophene-2-carboxylate hydrochloride|CS-0072306
      41940-43-6
    • ~98%
    • In-stock
      Ethyl 5-amino-3-methylthiophene-2-carboxylate|CS-0070568
      88796-28-5

    References

    • NOVARTIS AG; XENON PHARMACEUTICALS INC. Patent: WO2008/127349 A2, 2008 ; Location in patent: Page/Page column 94-95 ; WO 2008/127349 A2

Safety Information

Download SDS
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

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Computational Chemistry Data

  • TPSA   52.32
  • LogP   1.81542
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   2

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