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CS-W001157 4
Total: USD 88.00

2,5-Dibromopyrimidine

  • CAS No. 32779-37-6

  • Cat. No. CS-W003495
  • Purity≥95%
  • MDL No.MFCD08275684

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

2,5-Dibromopyrimidine|CS-W003495

Structure of 32779-37-6

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General Information

  • CAS No. 32779-37-6
  • Cat. No. CS-W003495
  • Purity ≥95%
  • MDL No. MFCD08275684
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂Br₂N₂
  • Molecular Weight 237.88
  • Synonym(s) T6N CNJ BE EE [WLN]
  • SMILES BrC1=CN=C(Br)N=C1

Description

2,5-Dibromopyrimidine serves as a pivotal building block in heterocyclic synthesis, featuring two bromine atoms at electron-deficient positions that enable selective functionalization. This dibromo substitution pattern facilitates efficient cross-coupling reactions and stabilizes intermediates under standard conditions. The molecule's inherent reactivity supports rapid access to complex pyrimidine derivatives with tailored electronic properties.

Application

2,5-Dibromopyrimidine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyrimidines via palladium-catalyzed cross-coupling reactions. Its orthogonal reactivity allows selective functionalization at either bromine site, facilitating the construction of complex scaffolds relevant to medicinal chemistry and agrochemical development. The compound exhibits excellent bench stability and is readily purified by flash chromatography or recrystallization, making it well-suited for scalable laboratory applications.

Synthesis

  • Route1

    References

    • QUEEN'S UNIVERSITY AT KINGSTON; UNIVERSITA DI BOLOGNA; PRATT, Derek A.; HANTHORN, Jason, J.; VALGIMIGLI, Luca Patent: WO2012/162818 A1, 2012 ; Location in patent: Page/Page column 45-46 ;
  • Route2

    References

    • QUEEN'S UNIVERSITY AT KINGSTON; UNIVERSITA DI BOLOGNA; PRATT, Derek A.; HANTHORN, Jason, J.; VALGIMIGLI, Luca Patent: WO2012/162818 A1, 2012 ; Location in patent: Page/Page column 45-46 ;
  • Route3

    References

    • Hoechst Aktiengesellschaft Patent: US5371224 A1, 1994 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3261
Class : 3
Packing Group : Ⅲ
Hazard Statements : H302-H318
Precautionary Statements : P264-P270-P280-P330-P501

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   2.0016
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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