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CS-W001157 4
Total: USD 88.00

7-Bromo-4-chlorothieno[3,2-d]pyrimidine

  • CAS No. 31169-27-4

  • Cat. No. CS-W006804
  • Molecule weight249.52
  • Purity≥96%
  • MDL No.MFCD08273917

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

7-Bromo-4-chlorothieno[3,2-d]pyrimidine|CS-W006804

Structure of 31169-27-4

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General Information

  • CAS No. 31169-27-4
  • Cat. No. CS-W006804
  • Purity ≥96%
  • MDL No. MFCD08273917
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₂BrClN₂S
  • Molecular Weight 249.52
  • Synonym(s) Thieno[3,2-d]pyrimidine, 7-bromo-4-chloro-
  • SMILES C2=NC(=C1SC=C(C1=N2)Br)Cl

Description

7-Bromo-4-chlorothieno[3,2-d]pyrimidine features a fused heterocyclic core with complementary halogen substituents at the 7- and 4-positions. This electron-deficient scaffold enables direct functionalization in cross-coupling reactions, serving as a key building block for advanced pharmaceutical intermediates and agrochemicals.

Application

7-Bromo-4-chlorothieno[3,2-d]pyrimidine serves as a versatile building block in medicinal chemistry, enabling the construction of biologically active heterocyclic scaffolds. Its well-defined reactivity profile facilitates palladium-catalyzed cross-coupling reactions and nucleophilic substitution processes, with both halogens offering orthogonal functionalization potential. The molecule exhibits excellent bench stability and compatibility with standard synthetic workflows, making it ideal for the modular synthesis of advanced pharmaceutical intermediates and kinase inhibitors.

Synthesis

  • Route1

    References

    • Thrash, Thomas; Cabell, Larry A.; Lohse, Daniel; Budde, Raymond J.A. Patent: US2006/4002 A1, 2006 ; Location in patent: Page/Page column 39 ;
  • Route2

    References

    • Board of Regents, The University of Texas System Patent: US6503914 B1, 2003 ;
  • Route3

    References

    • WO2011/159657 A1, ; Page/Page column 54 ;

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

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   3.1072
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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