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CS-W001157 4
Total: USD 88.00

1-(4-bromophenyl)pyrrolidine

  • CAS No. 22090-26-2

  • Cat. No. CS-W003149
  • Purity≥98%
  • MDL No.MFCD04112480

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

1-(4-bromophenyl)pyrrolidine|CS-W003149

Structure of 22090-26-2

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General Information

  • CAS No. 22090-26-2
  • Cat. No. CS-W003149
  • Purity ≥98%
  • MDL No. MFCD04112480
  • Storage RT, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂BrN
  • Molecular Weight 226.11
  • Synonym(s) Pyrrolidine, 1-(4-broMophenyl)-
  • SMILES Brc1ccc(cc1)N1CCCC1

Description

1-(4-Bromophenyl)pyrrolidine features a brominated aromatic ring linked to a pyrrolidine heterocycle, delivering enhanced electron-withdrawing character and structural rigidity. This combination enables efficient incorporation into pharmaceutical scaffolds, particularly in kinase inhibitor designs and bioactive compound libraries. The molecule exhibits favorable solubility profiles and stability under standard handling conditions.

Application

1-(4-Bromophenyl)pyrrolidine serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles 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 workflows in API development.

Synthesis

  • Route1
    • null|null
      123-75-1
    • In-stock
      4-Bromoiodobenzene|CS-W008977
      589-87-7
    • ~84%
    • In-stock
      1-(4-bromophenyl)pyrrolidine|CS-W003149
      22090-26-2

    References

    • Wang, Zhe; Fu, Hua; Jiang, Yuyang; Zhao, Yufen Synlett, 2008 , # 16 p. 2540 - 2546
  • Route2
    • null|null
      110-52-1
    • null|null
      106-40-1
    • ~64%
    • In-stock
      1-(4-bromophenyl)pyrrolidine|CS-W003149
      22090-26-2

    References

    • Ju, Yuhong; Varma, Rajender S. Journal of Organic Chemistry, 2006 , vol. 71, # 1 p. 135 - 141
  • Route3

    References

    • Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, , p. 166,167, 170 Chem.Abstr., , p. 10236

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   3.24
  • LogP   3.0493
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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