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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine

  • CAS No. 74901-69-2

  • Cat. No. CS-W006561
  • Molecule weight207.08
  • Purity≥98%
  • MDL No.MFCD11109461

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

2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine|CS-W006561

Structure of 74901-69-2

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General Information

  • CAS No. 74901-69-2
  • Cat. No. CS-W006561
  • Purity ≥98%
  • MDL No. MFCD11109461
  • Storage -20°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄Cl₂N₂S
  • Molecular Weight 207.08
  • Synonym(s) None
  • SMILES ClC1=C2C(CCS2)=NC(Cl)=N1

Description

2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine is a heterocyclic scaffold featuring dual chlorine substituents and a saturated thiophene fusion, enabling enhanced electron-withdrawing character. This structure integrates readily into kinase inhibitor frameworks and serves as a key building block in medicinal chemistry for targeted covalent drug design.

Application

2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine serves as a versatile building block for heterocyclic synthesis, enabling efficient access to thienopyrimidine scaffolds prevalent in medicinal chemistry. Its dichloro substitution pattern facilitates nucleophilic aromatic substitution, allowing straightforward functionalization at C2 and C4 positions. The saturated thiophene ring enhances stability and solubility, supporting robust performance in standard coupling reactions and scalable process development.

Synthesis

  • Route1
    • 6,7-Dihydrothieno[3,2-d]pyrimidine-2,4-diol|CS-0199854
      913581-92-7
    • ~87%
    • In-stock
      2,4-Dichloro-6,7-dihydrothieno[3,2-d]pyrimidine|CS-W006561
      74901-69-2

    References

    • BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH and CO. KG Patent: WO2006/111549 A1, 2006 ; Location in patent: Page/Page column 61; 59; 65; 68; 69; 72; 74; 76; 84 ;
  • Route2

    References

    • WO2013/26797 A1, ;
  • Route3

    References

    • WO2013/26797 A1, ;

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   2.4316
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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