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CS-W001157 4
Total: USD 88.00

2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine

  • CAS No. 90213-67-5

  • Cat. No. CS-W006113
  • Purity≥97%
  • MDL No.None

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

2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine|CS-W006113

Structure of 90213-67-5

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General Information

  • CAS No. 90213-67-5
  • Cat. No. CS-W006113
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅Cl₂N₃
  • Molecular Weight 202.04
  • Synonym(s) 2,4-dichloro-7-methylpyrrolo[2,3-d]pyrimidine
  • SMILES CN1C=CC2=C(Cl)N=C(Cl)N=C21

Description

2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine serves as a key heterocyclic scaffold in medicinal chemistry, featuring electron-deficient aromaticity and steric bulk at the 7-position. This configuration enhances reactivity in cross-coupling processes and supports incorporation into kinase inhibitors and nucleoside analogs. The molecule exhibits bench-stable handling characteristics and tolerates diverse reaction conditions.

Application

2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine serves as a versatile building block for purine-based scaffolds in medicinal chemistry. The dichloro substitution enables regioselective cross-coupling reactions, while the methyl group enhances metabolic stability. This compound exhibits excellent bench stability and facilitates efficient functionalization under standard Pd-catalyzed conditions, making it well-suited for the synthesis of kinase inhibitors and nucleoside analogs.

Synthesis

  • Route1
    • 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine Tofacitinib Impurity|CS-0213948
      90213-66-4
    • null|null
      74-88-4
    • ~82%
    • In-stock
      2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine|CS-W006113
      90213-67-5

    References

    • Xie, Hui; Zeng, Lili; Zeng, Shaogao; Lu, Xin; Zhang, Guicheng; Zhao, Xin; Cheng, Na; Tu, Zhengchao; Li, Zhiyuan; Xu, Hongjiang; Yang, Ling; Zhang, Xiquan; Huang, Min; Zhao, Junling; Hu, Wenhui European Journal of Medicinal Chemistry, 2012 , vol. 52, p. 205 - 212
  • Route2
    • 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine Tofacitinib Impurity|CS-0213948
      90213-66-4
    • ~83%
    • In-stock
      2,4-Dichloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine|CS-W006113
      90213-67-5

    References

    • VERNALIS (R and D) LTD. Patent: WO2009/37467 A1, 2009 ; Location in patent: Page/Page column 16-17; 13 ; WO 2009/037467 A1
  • Route3

    References

    • Seela, Frank; Driller, Hansjuergen Liebigs Annalen der Chemie, 1984 , # 4 p. 722 - 733

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   30.71
  • LogP   2.2751
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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