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CS-W001157 4
Total: USD 88.00

4-Bromo-1H-benzoimidazole

  • CAS No. 83741-35-9

  • Cat. No. CS-W004724
  • Purity≥96%
  • MDL No.MFCD09754164

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

4-Bromo-1H-benzoimidazole|CS-W004724

Structure of 83741-35-9

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General Information

  • CAS No. 83741-35-9
  • Cat. No. CS-W004724
  • Purity ≥96%
  • MDL No. MFCD09754164
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅BrN₂
  • Molecular Weight 197.03
  • Synonym(s) 1H-Benzimidazole,4-bromo-(9CI)
  • SMILES BrC1=CC=CC2=C1N=C[NH]2

Description

4-Bromo-1H-benzoimidazole is a bench-stable heterocyclic building block featuring a bromine substituent at the 4-position of the imidazole ring. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions and serves as a key intermediate in medicinal chemistry and materials science applications.

Application

4-Bromo-1H-benzoimidazole serves as a versatile building block in medicinal chemistry and heterocyclic synthesis. Its bromine substituent enables palladium-catalyzed cross-coupling reactions, facilitating the construction of biaryl scaffolds. The benzoimidazole core provides a rigid, planar structure with favorable pharmacophoric properties, while the compound exhibits excellent bench stability and ease of purification, making it well-suited for scale-up and routine use in API development workflows.

Synthesis

  • Route1
    • null|null
      64-18-6
    • In-stock
      3-Bromobenzene-1,2-diamine|CS-W019000
      1575-36-6
    • ~95%
    • In-stock
      4-Bromo-1H-benzoimidazole|CS-W004724
      83741-35-9

    References

    • F. HOFFMANN-LA ROCHE AG; ALIAGAS-MARTIN, Ignacio; CRAWFORD, James; LEE, Wendy; MATHIEU, Simon; RUDOLPH, Joachim Patent: WO2013/26914 A1, 2013 ; Location in patent: Page/Page column 108 ; WO 2013/026914 A1
  • Route2
    • In-stock
      3-Bromobenzene-1,2-diamine|CS-W019000
      1575-36-6
    • null|null
      122-51-0
    • ~%
    • In-stock
      4-Bromo-1H-benzoimidazole|CS-W004724
      83741-35-9

    References

    • AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael D.; BOURBEAU, Matthew Paul; CROGHAN, Michael D.; FOTSCH, Christopher H.; HUNGATE, Randall W.; KONG, Ke; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis D.; REICHELT, Andreas; SIEGMUND, Aaron C.; TADESSE, Seifu; ST. JEAN, David Jr; YANG, Kevin C.; YAO, Guomin Patent: WO2013/173382 A1, 2013 ; Location in patent: Page/Page column 199 ;
  • Route3
    • null|null
      64-18-6
    • In-stock
      3-Bromo-2-nitroaniline|CS-W014826
      7138-15-0
    • null|null
      16712-16-6
    • ~%
    • In-stock
      4-Bromo-1H-benzoimidazole|CS-W004724
      83741-35-9

    References

    • WO2013/26914 A1, ; Page/Page column 128 ; WO 2013/026914 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   28.68
  • LogP   2.3254
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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