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(5-Bromothiophen-2-yl)methanamine

  • CAS No. 612499-04-4

  • Cat. No. CS-0053898
  • Purity≥95%
  • MDL No.None

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

(5-Bromothiophen-2-yl)methanamine|CS-0053898

Structure of 612499-04-4

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General Information

  • CAS No. 612499-04-4
  • Cat. No. CS-0053898
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₆BrNS
  • Molecular Weight 192.08
  • Synonym(s) 1-(5-Bromo-2-thienyl)methanamine
  • SMILES NCC1=CC=C(Br)S1

Description

(5-Bromothiophen-2-yl)methanamine features a brominated thiophene ring linked to a primary amine group, enabling direct incorporation into heterocyclic scaffolds. This bench-stable derivative serves as a key building block for pharmaceutical intermediates and functional materials, offering high reactivity in cross-coupling and cyclization reactions under standard conditions.

Application

(5-Bromothiophen-2-yl)methanamine serves as a versatile building block for the synthesis of biologically active heterocycles and functionalized arylamines. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, while the primary amine group facilitates direct derivatization or incorporation into pharmaceutical scaffolds. The compound exhibits good bench stability and is compatible with standard purification protocols, making it well-suited for iterative synthetic strategies in medicinal chemistry and process development.

Synthesis

  • Route1

    References

    • Eisai Co., Ltd. Patent: EP1669348 A1, 2006 ; Location in patent: Page/Page column 59-60 ;
  • Route2

    References

    • Klare, Jennifer E.; Murray, Ian P.; Goldberger, Joshua; Stupp, Samuel I. Chemical Communications, 2009 , # 25 p. 3705 - 3707
  • Route3

    References

    • WO2006/133926 A1, ; Page/Page column 50-51 ; WO 2006/133926 A1

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   1.9693
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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