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4-Bromo-2-(2,6-dioxopiperidin-3-yl)-5-fluoroisoindoline-1,3-dione

  • CAS No. 2851889-86-4

  • Cat. No. CS-0626215
  • Molecule weight355.12
  • Purity≥97%
  • MDL No.None

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

4-Bromo-2-(2,6-dioxopiperidin-3-yl)-5-fluoroisoindoline-1,3-dione|CS-0626215

Structure of 2851889-86-4

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General Information

  • CAS No. 2851889-86-4
  • Cat. No. CS-0626215
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₈BrFN₂O₄
  • Molecular Weight 355.12
  • Synonym(s) None
  • SMILES O=C(NC(CC1)=O)C1N2C(C3=C(Br)C(F)=CC=C3C2=O)=O

Description

4-Bromo-2-(2,6-dioxopiperidin-3-yl)-5-fluoroisoindoline-1,3-dione features a rigid, electron-deficient isoindoline core paired with bromo and fluoro substituents that enhance reactivity in transition-metal-catalyzed coupling processes. The 2,6-dioxopiperidin-3-yl group provides a latent diketone scaffold for downstream functionalization. This compound serves as a key building block in the synthesis of complex heterocyclic frameworks used in medicinal chemistry and materials science.

Application

4-Bromo-2-(2,6-dioxopiperidin-3-yl)-5-fluoroisoindoline-1,3-dione serves as a versatile building block in medicinal chemistry, enabling the construction of complex heterocyclic scaffolds through palladium-catalyzed cross-coupling reactions. Its bromo and fluoro substituents offer orthogonal reactivity for sequential functionalization, while the 2,6-dioxopiperidin-3-yl moiety provides a stable, electron-deficient core suitable for modular synthesis. The compound exhibits excellent bench stability and facilitates efficient purification, making it well-suited for iterative synthesis campaigns in API development.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   83.55
  • LogP   0.9354
  • H_Acceptors   6
  • H_Donors   1
  • Rotatable_Bonds   1

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