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CS-W001157 4
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3,3-Dimethyl-2,3-dihydro-1H-indole

  • CAS No. 1914-02-9

  • Cat. No. CS-0051621
  • Purity≥98%
  • MDL No.None

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

3,3-Dimethyl-2,3-dihydro-1H-indole|CS-0051621

Structure of 1914-02-9

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General Information

  • CAS No. 1914-02-9
  • Cat. No. CS-0051621
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₃N
  • Molecular Weight 147.22
  • Synonym(s) 3,3-Dimethylindoline
  • SMILES CC1(C)CNC2=CC=CC=C12

Description

This bench-stable indole derivative features a sterically hindered 3,3-dimethyl substitution that enhances stability and modulates reactivity. The dihydroindole core provides a rigid, electron-rich scaffold ideal for constructing complex heterocycles in synthetic organic chemistry and medicinal chemistry applications.

Application

3,3-Dimethyl-2,3-dihydro-1H-indole serves as a stable, bench-accessible indoline scaffold with enhanced steric protection at the 3-position. Its electron-rich aromatic system facilitates direct functionalization and participates reliably in Pd-catalyzed coupling reactions. The dimethyl substitution improves solubility and reduces unwanted side reactivity, making it well-suited for building complex heterocyclic architectures in medicinal chemistry and process R&D workflows.

Synthesis

  • Route1

    References

    • Kucerovy; Hathaway; Mattner; Repic Synthetic Communications, 1992 , vol. 22, # 5 p. 729 - 733
  • Route2
    • 3,3-Dimethyl-3H-indole|CS-0028060
      1504-14-9
    • ~83%
    • In-stock
      3,3-Dimethyl-2,3-dihydro-1H-indole|CS-0051621
      1914-02-9

    References

    • AMGEN INC.; KING, Anthony; LARSEN, Robert; LI, Tj; LU, Yuelie Patent: WO2010/71828 A2, 2010 ; Location in patent: Page/Page column 13 ;
  • Route3
    • 1-(3,3-Dimethylindolin-1-yl)ethan-1-one|CS-0876819
      16078-32-3
    • ~92%
    • In-stock
      3,3-Dimethyl-2,3-dihydro-1H-indole|CS-0051621
      1914-02-9

    References

    • GLAXOSMITHKLINE LLC; KALLANDER, Lara, S.; LAWHORN, Brian, Griffin; PHILIP, Joanne; ZHAO, Yongdong Patent: WO2011/88027 A1, 2011 ; Location in patent: Page/Page column 76 ;

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

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Computational Chemistry Data

  • TPSA   12.03
  • LogP   2.3897
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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