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CS-W001157 4
Total: USD 88.00

2-Bromo-1H-indole-3-carbaldehyde

  • CAS No. 119910-45-1

  • Cat. No. CS-0037200
  • Purity≥97%
  • MDL No.MFCD18449874

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

2-Bromo-1H-indole-3-carbaldehyde|CS-0037200

Structure of 119910-45-1

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General Information

  • CAS No. 119910-45-1
  • Cat. No. CS-0037200
  • Purity ≥97%
  • MDL No. MFCD18449874
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆BrNO
  • Molecular Weight 224.05
  • Synonym(s) 1H-Indole-3-carboxaldehyde,2-bromo
  • SMILES O=CC1=C(Br)NC2=C1C=CC=C2

Description

2-Bromo-1H-indole-3-carbaldehyde features a brominated indole core with a reactive aldehyde handle at the 3-position, enabling direct coupling in cross-coupling and condensation reactions. This bench-stable compound integrates readily into heterocyclic scaffolds for medicinal chemistry applications.

Application

2-Bromo-1H-indole-3-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C3 aldehyde position and ortho-bromination for subsequent cross-coupling. Its stability under standard reaction conditions facilitates efficient diversification via Suzuki-Miyaura, Stille, or Negishi couplings. The aldehyde group allows for imine formation and reductive amination, while the bromide supports palladium-catalyzed transformations, making it ideal for constructing complex heterocyclic scaffolds in API development.

Synthesis

  • Route1
    • In-stock
      Oxindole|CS-M2997
      59-48-3
    • null|null
      68-12-2
    • ~95%
    • In-stock
      2-Bromo-1H-indole-3-carbaldehyde|CS-0037200
      119910-45-1

    References

    • Lu, Shen-Ci; Wei, Shi-Chao; Wang, Wei-Xia; Zhang, Wei; Tu, Zhi-Feng European Journal of Organic Chemistry, 2011 , # 29 p. 5905 - 5910
  • Route2
    • null|null
      67282-51-3
    • ~32%
    • In-stock
      Indole-3-carboxaldehyde|CS-W007376
      487-89-8
    • In-stock
      2-Bromo-1H-indole-3-carbaldehyde|CS-0037200
      119910-45-1

    References

    • Somei, Masanori; Sayama, Shinsuke; Naka, Katsumi; Shinmoto, Kotaro; Yamada, Fumio Heterocycles, 2007 , vol. 73, # C p. 537 - 554
  • Route3
    • 2-Bromo-1H-indole|CS-0437618
      139409-34-0
    • null|null
      68-12-2
    • ~70%
    • In-stock
      2-Bromo-1H-indole-3-carbaldehyde|CS-0037200
      119910-45-1

    References

    • Fiumana, Andrea; Jones, Keith Tetrahedron Letters, 2000 , vol. 41, # 21 p. 4209 - 4211

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P235-P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   32.86
  • LogP   2.7429
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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