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CS-W001157 4
Total: USD 88.00

2,4-dichloro-7-methylthieno[3,2-d]pyrimidine

  • CAS No. 35265-83-9

  • Cat. No. CS-M2510
  • Purity≥97%
  • MDL No.MFCD08061253

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

2,4-dichloro-7-methylthieno[3,2-d]pyrimidine|CS-M2510

Structure of 35265-83-9

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General Information

  • CAS No. 35265-83-9
  • Cat. No. CS-M2510
  • Purity ≥97%
  • MDL No. MFCD08061253
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄Cl₂N₂S
  • Molecular Weight 219.09
  • Synonym(s) 2,4-Dichloro-7-methylthieno[3,2-d]pyrimidine-3
  • SMILES ClC1=NC(Cl)=NC2=C1SC=C2C

Description

2,4-dichloro-7-methylthieno[3,2-d]pyrimidine features a fused heterocyclic core with electron-deficient character, enabling robust coupling reactions in medicinal chemistry. The methyl group enhances lipophilicity and metabolic stability, while the dichloro substitution pattern facilitates selective functionalization at C2 and C4 positions under standard conditions. This scaffold serves as a key building block for kinase inhibitors and other bioactive molecules.

Application

2,4-dichloro-7-methylthieno[3,2-d]pyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of purine and thienopyrimidine-based scaffolds. Its dual chlorines facilitate nucleophilic substitution under mild conditions, while the methyl group enhances metabolic stability. The compound exhibits excellent bench stability and compatibility with standard coupling protocols, making it ideal for modular synthesis of kinase inhibitors and other bioactive heterocycles.

Synthesis

  • Route1
    • 7-Methylthieno[3,2-d]pyrimidine-2,4(1H,3H)-dione|CS-M2509
      35265-81-7
    • ~87%
    • In-stock
      2,4-dichloro-7-methylthieno[3,2-d]pyrimidine|CS-M2510
      35265-83-9

    References

    • Genentech, Inc.; Babu, Srinivasan; Cheng, Zhigang; Gosselin, Francis; Hidber, Pirmin; Hoffmann, Ursula; Humphries, Theresa; Reents, Reinhard; Tian, Qingping; Yajima, Herbert Patent: US2014/100366 A1, 2014 ; Location in patent: Page/Page column ;
  • Route2

    References

    • Bioorganic and Medicinal Chemistry Letters, , vol. 20, # 8 p. 2408 - 2411
  • Route3
    • Methyl 3-amino-4-methylthiophene-2-carboxylate Articaine  Impurity|CS-0228746
      85006-31-1
    • ~%
    • In-stock
      2,4-dichloro-7-methylthieno[3,2-d]pyrimidine|CS-M2510
      35265-83-9

    References

    • US2012/15962 A1, ; US 20120015962 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

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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