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CS-W001157 4
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5-Bromo-2-chloropyrimidine

  • CAS No. 32779-36-5

  • Cat. No. CS-M1309
  • Purity≥98%
  • MDL No.MFCD00483232

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

5-Bromo-2-chloropyrimidine|CS-M1309

Structure of 32779-36-5

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General Information

  • CAS No. 32779-36-5
  • Cat. No. CS-M1309
  • Purity ≥98%
  • MDL No. MFCD00483232
  • Storage 4°C, sealed storage, away from moisture and light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂BrClN₂
  • Molecular Weight 193.43
  • Synonym(s) None
  • SMILES ClC(N=C1)=NC=C1Br

Description

5-Bromo-2-chloropyrimidine serves as a key heterocyclic scaffold for constructing bioactive molecules. The molecule features orthogonal halogen substituents at C5 and C2, enabling sequential cross-coupling reactions under mild conditions. This dual functionality facilitates efficient diversification in medicinal chemistry and materials science applications.

Application

5-Bromo-2-chloropyrimidine serves as a versatile building block in medicinal chemistry, enabling selective functionalization at C5 and C2 via cross-coupling or nucleophilic substitution. Its orthogonal halogen reactivity facilitates sequential derivatization, while the pyrimidine core provides a stable scaffold for bioactive molecule synthesis. The compound exhibits excellent bench stability and compatibility with standard reaction conditions.

Synthesis

  • Route1

    References

    • Colombo, Matteo; Giglio, Marco; Peretto, Ilaria Journal of Heterocyclic Chemistry, 2008 , vol. 45, # 4 p. 1077 - 1081
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 21, # 19 p. 5849 - 5853
  • Route3

    References

    • Nara, Susheel J.; Jha, Mukund; Brinkhorst, Johan; Zemanek, Tony J.; Pratt, Derek A. Journal of Organic Chemistry, 2008 , vol. 73, # 23 p. 9326 - 9333

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   1.8925
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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