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CS-W001157 4
Total: USD 88.00

6-Chloro-2,3-dihydro-1H-indole

  • CAS No. 52537-00-5

  • Cat. No. CS-0043962
  • Purity≥95%
  • MDL No.None

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

6-Chloro-2,3-dihydro-1H-indole|CS-0043962

Structure of 52537-00-5

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General Information

  • CAS No. 52537-00-5
  • Cat. No. CS-0043962
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈ClN
  • Molecular Weight 153.61
  • Synonym(s) NSC 87628
  • SMILES ClC1=CC2=C(C=C1)CCN2

Description

6-Chloro-2,3-dihydro-1H-indole is a bench-stable, moisture-tolerant heterocyclic building block featuring a chlorinated indoline core. This electron-deficient scaffold integrates readily into pharmaceutical and agrochemical synthesis, offering enhanced reactivity at the C6 position for downstream functionalization.

Application

6-Chloro-2,3-dihydro-1H-indole serves as a versatile building block in medicinal chemistry, enabling efficient access to indoline-based scaffolds. Its chlorinated aromatic ring facilitates electrophilic substitution and transition-metal-catalyzed coupling reactions, while the saturated pyrrolidine core offers compatibility with diverse functionalization strategies. Bench-stable and readily purified, it functions effectively in standard synthetic workflows for API development and heterocycle construction.

Synthesis

  • Route1

    References

    • ELI LILLY AND COMPANY Patent: WO2003/76398 A2, 2003 ; Location in patent: Page/Page column 41 ; WO 03/076398 A2
  • Route2
    • null|null
      76653-03-7
    • ~69%
    • In-stock
      6-Chloroindole|CS-W001973
      17422-33-2
    • In-stock
      6-Chloro-2,3-dihydro-1H-indole|CS-0043962
      52537-00-5

    References

    • Abramovitch, Rudolph A.; Holcomb, William D.; Wake, Shigeo Journal of the American Chemical Society, 1981 , vol. 103, # 6 p. 1525 - 1533
  • Route3

    References

    • Abramovitch, Rudolph A.; Holcomb, William D.; Wake, Shigeo Journal of the American Chemical Society, 1981 , vol. 103, # 6 p. 1525 - 1533

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   2.308
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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