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CS-W001157 4
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Methyl 4-Aminoindole-6-carboxylate

  • CAS No. 121561-15-7

  • Cat. No. CS-0130418
  • Purity≥97%
  • MDL No.None

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

Methyl 4-Aminoindole-6-carboxylate|CS-0130418

Structure of 121561-15-7

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General Information

  • CAS No. 121561-15-7
  • Cat. No. CS-0130418
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₀N₂O₂
  • Molecular Weight 190.20
  • Synonym(s) METHYL 4-AMINO-6-INDOLECARBOXYLATE
  • SMILES O=C(OC)C1=CC2=C(C=CN2)C(N)=C1

Description

Methyl 4-Aminoindole-6-carboxylate is a bench-stable, moisture-tolerant heterocyclic building block featuring a strategically positioned amino group and ester functionality. This electron-rich scaffold enables direct integration into diverse synthetic pathways, particularly in the development of functionalized indoles for pharmaceutical and materials applications.

Application

Methyl 4-Aminoindole-6-carboxylate serves as a versatile building block for heterocyclic synthesis, enabling efficient access to indole-based scaffolds through standard coupling and functionalization reactions. The ortho-amino and ester groups provide complementary reactivity for sequential transformations, including amidation, Suzuki-Miyaura coupling, and cyclization processes. Its bench-stable crystalline form facilitates handling and purification, making it well-suited for medicinal chemistry campaigns and process development workflows.

Synthesis

  • Route1
    • (E)-Methyl 4-(2-(Dimethylamino)vinyl)-3,5-dinitrobenzoate|CS-0765517
      597562-13-5
    • ~86%
    • In-stock
      Methyl 4-Aminoindole-6-carboxylate|CS-0130418
      121561-15-7

    References

    • Braun, Hannes A.; Zall, Andrea; Brockhaus, Manfred; Schuetz, Marco; Meusinger, Reinhard; Schmidt, Boris Tetrahedron Letters, 2007 , vol. 48, # 45 p. 7990 - 7993
  • Route2
    • null|null
      1176201-03-8
    • ~89%
    • In-stock
      Methyl 4-Aminoindole-6-carboxylate|CS-0130418
      121561-15-7

    References

    • Charrier, Nicolas; Clarke, Brian; Cutler, Leanne; Demont, Emmanuel; Dingwall, Colin; Dunsdon, Rachel; Hawkins, Julie; Howes, Colin; Hubbard, Julia; Hussain, Ishrut; Maile, Graham; Matico, Rosalie; Mosley, Julie; Naylor, Alan; O'Brien, Alistair; Redshaw, Sally; Rowland, Paul; Soleil, Virginie; Smith, Kathrine J.; Sweitzer, Sharon; Theobald, Pam; Vesey, David; Walter, Daryl S.; Wayne, Gareth Bioorganic and Medicinal Chemistry Letters, 2009 , vol. 19, # 13 p. 3674 - 3678
  • Route3
    • null|null
      49592-71-4
    • null|null
      1188-33-6
    • ~%
    • In-stock
      Methyl 4-Aminoindole-6-carboxylate|CS-0130418
      121561-15-7

    References

    • Journal of Organic Chemistry USSR (English Translation), , vol. 24, # 11 p. 2201 - 2203 Zhurnal Organicheskoi Khimii, , vol. 24, # 11 p. 2440 - 2442

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   68.11
  • LogP   1.5367
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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