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CS-W001157 4
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4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine

  • CAS No. 7781-10-4

  • Cat. No. CS-W019215
  • Purity≥98%
  • MDL No.None

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

4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine|CS-W019215

Structure of 7781-10-4

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General Information

  • CAS No. 7781-10-4
  • Cat. No. CS-W019215
  • Purity ≥98%
  • MDL No. None
  • Storage -20°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆ClN₃
  • Molecular Weight 167.60
  • Synonym(s) NSC 102340
  • SMILES C2=CC1=C(N=CN=C1[N]2C)Cl

Description

4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine is a heterocyclic building block featuring a chlorine substituent at the C4 position and a methyl group at C7. This electron-deficient scaffold integrates readily into kinase inhibitor scaffolds and other bioactive molecules due to its planar structure and compatibility with palladium-catalyzed cross-coupling reactions. The compound exhibits bench-stable handling characteristics under standard conditions.

Application

4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine serves as a versatile building block for purine-derived scaffolds in medicinal chemistry. Its chloro group enables palladium-catalyzed cross-coupling reactions, while the methyl substituent enhances metabolic stability. The heterocyclic core exhibits excellent bench stability and compatibility with diverse functional groups, facilitating efficient synthesis of kinase inhibitors and nucleoside analogs.

Synthesis

  • Route1
    • 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine Tofacitinib Impurity|CS-0213936
      3680-69-1
    • null|null
      74-88-4
    • ~91%
    • In-stock
      4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine|CS-W019215
      7781-10-4

    References

    • PFIZER PRODUCTS INC. Patent: WO2004/56830 A1, 2004 ; Location in patent: Page 93 ;
  • Route2
    • null|null
      74-88-4
    • ~%
    • In-stock
      4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine|CS-W019215
      7781-10-4

    References

    • WO2005/95357 A2, ; Page/Page column 177; 178 ; WO 2005/095357 A2
  • Route3
    • 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine Tofacitinib Impurity|CS-0213936
      3680-69-1
    • ~%
    • In-stock
      4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine|CS-W019215
      7781-10-4

    References

    • Journal of Medicinal Chemistry, , vol. 53, # 19 p. 6934 - 6946

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   30.71
  • LogP   1.6217
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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