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CS-W001157 4
Total: USD 88.00

2-(3-Bromo-4-fluorophenyl)acetonitrile

  • CAS No. 501420-63-9

  • Cat. No. CS-0046226
  • Purity≥97%
  • MDL No.MFCD08458154

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

2-(3-Bromo-4-fluorophenyl)acetonitrile|CS-0046226

Structure of 501420-63-9

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General Information

  • CAS No. 501420-63-9
  • Cat. No. CS-0046226
  • Purity ≥97%
  • MDL No. MFCD08458154
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅BrFN
  • Molecular Weight 214.04
  • Synonym(s) 3-Bromo-4-fluorobenzeneacetonitrile
  • SMILES N#CCC1=CC=C(F)C(Br)=C1

Description

2-(3-Bromo-4-fluorophenyl)acetonitrile features a bromo-fluoro-substituted phenyl ring linked to a nitrile-bearing acetyl side chain. This electron-deficient aryl unit enables efficient coupling in cross-coupling reactions, serving as a key building block for pharmaceutical intermediates and functionalized materials under standard conditions.

Application

2-(3-Bromo-4-fluorophenyl)acetonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its compatible bromo and nitrile functionalities. The molecule exhibits good bench stability and facilitates the construction of biaryl and heterocyclic scaffolds commonly found in pharmaceutical intermediates. Its orthogonal reactivity supports sequential functionalization strategies in complex molecule synthesis.

Synthesis

  • Route1
    • In-stock
      2-Bromo-4-(bromomethyl)-1-fluorobenzene|CS-W012411
      78239-71-1
    • null|null
      143-33-9
    • ~77%
    • In-stock
      2-(3-Bromo-4-fluorophenyl)acetonitrile|CS-0046226
      501420-63-9

    References

    • PFIZER INC. Patent: WO2009/69044 A1, 2009 ; Location in patent: Page/Page column 97-98 ; WO 2009/069044 A1
  • Route2
    • null|null
      773837-37-9
    • null|null
      866862-23-9
    • ~%
    • In-stock
      2-(3-Bromo-4-fluorophenyl)acetonitrile|CS-0046226
      501420-63-9

    References

    • EXELIXIS, INC.; BOLLU, Venkataiah; BOREN, Brant, Clayton; DALGARD, Jackline; FLATT, Brenton, T.; HAQ, Nadia; HUDSON, Sarah; MOHAN, Raju; MORRISSEY, Michael; PRATT, Benjamin Patent: WO2011/71565 A1, 2011 ; Location in patent: Page/Page column 159 ; WO 2011/071565 A1
  • Route3

    References

    • EXELIXIS, INC.; BOLLU, Venkataiah; BOREN, Brant, Clayton; DALGARD, Jackline; FLATT, Brenton, T.; HAQ, Nadia; HUDSON, Sarah; MOHAN, Raju; MORRISSEY, Michael; PRATT, Benjamin Patent: WO2011/71565 A1, 2011 ; WO 2011/071565 A1

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
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   23.79
  • LogP   2.65428
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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