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CS-W001157 4
Total: USD 88.00

5-Bromo-2,3-dihydro-1H-inden-1-amine

  • CAS No. 185122-74-1

  • Cat. No. CS-0101114
  • Molecule weight212.09
  • Purity≥97%
  • MDL No.MFCD07373956

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

5-Bromo-2,3-dihydro-1H-inden-1-amine|CS-0101114

Structure of 185122-74-1

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General Information

  • CAS No. 185122-74-1
  • Cat. No. CS-0101114
  • Purity ≥97%
  • MDL No. MFCD07373956
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₀BrN
  • Molecular Weight 212.09
  • Synonym(s) 5-BROMOINDANYLAMINE
  • SMILES NC1CCC2=C1C=CC(Br)=C2

Description

5-Bromo-2,3-dihydro-1H-inden-1-amine features a brominated indene core with a primary amine at the 1-position, offering a reactive handle for cross-coupling and functionalization. The molecule combines moderate steric accessibility with enhanced electron density, enabling efficient incorporation into complex heterocyclic scaffolds under standard coupling conditions.

Application

5-Bromo-2,3-dihydro-1H-inden-1-amine serves as a versatile building block in medicinal chemistry, enabling the synthesis of indoline-based scaffolds through palladium-catalyzed cross-coupling and electrophilic substitution reactions. The bromo substituent facilitates C–C and C–N bond formation under standard conditions, while the secondary amine functionality supports derivatization and salt formation. Bench-stable and compatible with common purification methods, it functions effectively in multi-step syntheses targeting bioactive heterocycles.

Synthesis

  • Route1
    • null|null
      701268-37-3
    • ~83%
    • In-stock
      5-Bromo-2,3-dihydro-1H-inden-1-amine|CS-0101114
      185122-74-1

    References

    • ABBOTT LABORATORIES Patent: WO2009/39134 A1, 2009 ; Location in patent: Page/Page column 187 ;
  • Route2
    • 5-Bromo-2,3-dihydro-1H-inden-1-one oxime|CS-0149475
      185122-63-8
    • ~96%
    • In-stock
      5-Bromo-2,3-dihydro-1H-inden-1-amine|CS-0101114
      185122-74-1

    References

    • ALANTOS PHARMACEUTICALS HOLDING, INC. Patent: WO2008/63671 A2, 2008 ; Location in patent: Page/Page column 112, 125 ; WO 2008/063671 A2
  • Route3
    • null|null
      1251457-83-6
    • ~94%
    • In-stock
      5-Bromo-2,3-dihydro-1H-inden-1-amine|CS-0101114
      185122-74-1

    References

    • Alantos Pharmaceuticals, Inc., Patent: US2006/173183 A1, 2006 ; Location in patent: Page/Page column 50-51; 115 ;

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   26.02
  • LogP   2.3951
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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