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CS-W001157 4
Total: USD 88.00

(4-Amino-3-fluorophenyl)boronic acid

  • CAS No. 494752-42-0

  • Cat. No. CS-0452904
  • Purity≥98%
  • MDL No.None

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

(4-Amino-3-fluorophenyl)boronic acid|CS-0452904

Structure of 494752-42-0

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General Information

  • CAS No. 494752-42-0
  • Cat. No. CS-0452904
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, stored under nitrogen, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₇BFNO₂
  • Molecular Weight 154.93
  • Synonym(s) Boronic acid, (4-amino-3-fluorophenyl)- (9CI)
  • SMILES C1=CC(=C(C=C1B(O)O)F)N

Description

This boronate moiety integrates a para-amino group and ortho-fluorine substitution, enabling efficient cross-coupling under standard conditions. The electron-rich aromatic system enhances reactivity in Suzuki-Miyaura transformations, while the bench-stable nature simplifies handling in synthetic workflows.

Application

(4-Amino-3-fluorophenyl)boronic acid serves as a versatile building block in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. Its amino and fluorine substituents provide orthogonal functionalization potential and enhance electronic modulation in target molecules. The boronic acid moiety offers excellent bench stability and compatibility with diverse reaction partners, facilitating straightforward purification and integration into complex heterocyclic and pharmaceutical scaffolds.

Synthesis

  • Route1

    References

    • GENELABS TECHNOLOGIES, INC. Patent: WO2006/76529 A1, 2006 ; Location in patent: Page/Page column 161; 162 ;
  • Route2

    References

    • GENELABS TECHNOLOGIES, INC. Patent: WO2008/8912 A1, 2008 ; Location in patent: Page/Page column 97 ;

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-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P363-P501

Quality Control

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Computational Chemistry Data

  • TPSA   66.48
  • LogP   -0.9123
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   1

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