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CS-W001157 4
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2-(4-Bromophenyl)pyrrolidine

  • CAS No. 383127-22-8

  • Cat. No. CS-W006071
  • Molecule weight226.11
  • Purity≥97%
  • MDL No.MFCD02663432

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

2-(4-Bromophenyl)pyrrolidine|CS-W006071

Structure of 383127-22-8

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General Information

  • CAS No. 383127-22-8
  • Cat. No. CS-W006071
  • Purity ≥97%
  • MDL No. MFCD02663432
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂BrN
  • Molecular Weight 226.11
  • Synonym(s) Pyrrolidine, 2-(4-bromophenyl)-
  • SMILES BrC1=CC=C(C2NCCC2)C=C1

Description

2-(4-Bromophenyl)pyrrolidine features a brominated aromatic ring linked to a pyrrolidine heterocycle, delivering enhanced electron density and steric profile. This scaffold integrates readily into medicinal chemistry libraries, serving as a key building block for CNS-targeted therapeutics and functionalized polymers under standard conditions.

Application

2-(4-Bromophenyl)pyrrolidine serves as a versatile building block in medicinal chemistry, enabling the construction of biologically relevant scaffolds through palladium-catalyzed cross-coupling reactions. Its brominated aryl group facilitates efficient Suzuki, Stille, and Negishi couplings, while the pyrrolidine moiety provides a basic nitrogen for salt formation and hydrogen bonding. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthesis campaigns in API development.

Synthesis

  • Route1
    • 5-(4-Bromophenyl)-3,4-dihydro-2h-pyrrole|CS-0683019
      22217-79-4
    • ~81%
    • In-stock
      2-(4-Bromophenyl)pyrrolidine|CS-W006071
      383127-22-8

    References

    • BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel Patent: WO2011/130661 A1, 2011 ; Location in patent: Page/Page column 196 ;
  • Route2
    • null|null
      84702-76-1
    • ~%
    • In-stock
      2-(4-Bromophenyl)pyrrolidine|CS-W006071
      383127-22-8

    References

    • Rogers, Claude J.; Dickerson, Tobin J.; Brogan, Andrew P.; Janda, Kim D. Journal of Organic Chemistry, 2005 , vol. 70, # 9 p. 3705 - 3708
  • Route3

    References

    • Rogers, Claude J.; Dickerson, Tobin J.; Brogan, Andrew P.; Janda, Kim D. Journal of Organic Chemistry, 2005 , vol. 70, # 9 p. 3705 - 3708

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   2.8736
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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