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CS-W001157 4
Total: USD 88.00

4-Bromo-2-fluoro-N-methylbenzamide

  • CAS No. 749927-69-3

  • Cat. No. CS-0008505
  • Purity≥98%
  • MDL No.MFCD09878362

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

4-Bromo-2-fluoro-N-methylbenzamide|CS-0008505

Structure of 749927-69-3

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General Information

  • CAS No. 749927-69-3
  • Cat. No. CS-0008505
  • Purity ≥98%
  • MDL No. MFCD09878362
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₇BrFNO
  • Molecular Weight 232.05
  • Synonym(s) Benzamide,4-bromo-2-fluoro-N-methyl-
  • SMILES O=C(NC)C1=CC=C(Br)C=C1F

Description

4-Bromo-2-fluoro-N-methylbenzamide features a strategically positioned bromo and fluoro substituent on a methylated benzamide scaffold, enabling selective functionalization in medicinal chemistry. The electron-withdrawing halogens enhance reactivity in cross-coupling processes, while the N-methyl group improves metabolic stability and membrane permeability. This compound serves as a key building block for bioactive molecule synthesis under standard conditions.

Application

4-Bromo-2-fluoro-N-methylbenzamide serves as a versatile building block in medicinal chemistry, enabling site-selective functionalization via palladium-catalyzed cross-coupling. The ortho-fluoro substituent facilitates directed ortho-metalation, while the bromide supports further diversification through Suzuki, Stille, or Negishi reactions. Its N-methyl amide functionality enhances metabolic stability and modulates solubility, offering favorable properties for drug discovery applications.

Synthesis

  • Route1
    • In-stock
      2-Fluoro-4-bromobenzoic acid|CS-M3187
      112704-79-7
    • null|null
      74-89-5
    • ~74%
    • In-stock
      4-Bromo-2-fluoro-N-methylbenzamide|CS-0008505
      749927-69-3

    References

    • CROWN BIOSCIENCE INC. (TAICANG); ZHONG, Boyu; SHIH, Chuan; YUAN, Hongbin; ZHOU, Feng Patent: WO2014/32498 A1, 2014 ; Location in patent: Page/Page column 9 ;
  • Route2
    • null|null
      74-89-5
    • ~51%
    • In-stock
      4-Bromo-2-fluoro-N-methylbenzamide|CS-0008505
      749927-69-3

    References

    • ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2006/64251 A1, 2006 ; Location in patent: Page/Page column 63 ; WO 2006/064251 A1
  • Route3
    • null|null
      151982-51-3
    • null|null
      74-89-5
    • ~%
    • In-stock
      4-Bromo-2-fluoro-N-methylbenzamide|CS-0008505
      749927-69-3

    References

    • WO2011/106570 A1, ; Page/Page column 43 ;

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.1
  • LogP   1.9478
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   1

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