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CS-W001157 4
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2,4-Dichloro-5-methylthieno[2,3-d]pyrimidine

  • CAS No. 56844-38-3

  • Cat. No. CS-0052162
  • Purity≥97%
  • MDL No.MFCD09965519

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

2,4-Dichloro-5-methylthieno[2,3-d]pyrimidine|CS-0052162

Structure of 56844-38-3

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General Information

  • CAS No. 56844-38-3
  • Cat. No. CS-0052162
  • Purity ≥97%
  • MDL No. MFCD09965519
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄Cl₂N₂S
  • Molecular Weight 219.10
  • Synonym(s) 2,4-DICHLORO-5-METHYL-THIENO[2,3-D]PYRIMIDINE
  • SMILES CC1=CSC2=NC(Cl)=NC(Cl)=C12

Description

2,4-Dichloro-5-methylthieno[2,3-d]pyrimidine features a fused thienopyrimidine core with strategically positioned chloro and methyl substituents, delivering enhanced reactivity in cross-coupling transformations. This electron-deficient scaffold integrates readily into advanced heterocyclic architectures, enabling efficient access to functionalized pyrimidine derivatives under standard conditions.

Application

2,4-Dichloro-5-methylthieno[2,3-d]pyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of purine and pyrimidine-based heterocycles. Its dichloro substitution pattern facilitates nucleophilic displacement reactions, while the methylthienopyrimidine core provides structural rigidity and favorable electronic properties. The compound exhibits excellent bench stability and compatibility with standard coupling protocols, supporting scalable synthesis of kinase inhibitors and other bioactive scaffolds.

Synthesis

  • Route1
    • In-stock
      2-Amino-4-methylthiophene-3-carbonitrile|CS-0038888
      4623-55-6
    • null|null
      503-38-8
    • ~50%
    • In-stock
      2,4-Dichloro-5-methylthieno[2,3-d]pyrimidine|CS-0052162
      56844-38-3

    References

    • Roecker, Anthony J.; Mercer, Swati P.; Harrell, C. Meacham; Garson, Susan L.; Fox, Steven V.; Gotter, Anthony L.; Prueksaritanont, Thomayant; Cabalu, Tamara D.; Cui, Donghui; Lemaire, Wei; Winrow, Christopher J.; Renger, John J.; Coleman, Paul J. Bioorganic and Medicinal Chemistry Letters, 2014 , vol. 24, # 9 p. 2079 - 2085
  • Route2
    • 5-Methylthieno[2,3-d]pyrimidine-2,4-diol|CS-0466368
      75860-79-6
    • ~30%
    • In-stock
      2,4-Dichloro-5-methylthieno[2,3-d]pyrimidine|CS-0052162
      56844-38-3

    References

    • Deng, Jifeng; Peng, Li; Zhang, Guicheng; Lan, Xiaobing; Li, Chufang; Chen, Fuxin; Zhou, Yayao; Lin, Zuoxian; Chen, Ling; Dai, Renke; Xu, Hongjiang; Yang, Ling; Zhang, Xiquan; Hu, Wenhui European Journal of Medicinal Chemistry, 2011 , vol. 46, # 1 p. 71 - 76

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   3.30652
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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