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CS-W001157 4
Total: USD 88.00

7H-Pyrrolo[2,3-d]pyrimidine

  • CAS No. 271-70-5

  • Cat. No. CS-W007892
  • Molecule weight119.13
  • Purity≥97%
  • MDL No.MFCD08234403

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

7H-Pyrrolo[2,3-d]pyrimidine|CS-W007892

Structure of 271-70-5

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General Information

  • CAS No. 271-70-5
  • Cat. No. CS-W007892
  • Purity ≥97%
  • MDL No. MFCD08234403
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅N₃
  • Molecular Weight 119.13
  • Synonym(s) Pyrrolo(2,3-d)pyrimidine
  • SMILES C12=NC=NC=C1C=CN2

Description

7H-Pyrrolo[2,3-d]pyrimidine serves as a core heterocyclic scaffold in medicinal chemistry, offering a rigid, electron-rich framework ideal for kinase inhibitor design. This planar, nitrogen-rich system integrates seamlessly into bioactive molecules, enhancing target binding affinity and metabolic stability through favorable π-stacking interactions.

Application

7H-Pyrrolo[2,3-d]pyrimidine serves as a privileged heterocyclic scaffold in medicinal chemistry, enabling the construction of biologically active compounds through well-established functionalization at the 2-, 4-, and 7-positions. Its inherent stability and compatibility with standard coupling reactions facilitate efficient synthesis of kinase inhibitors and nucleoside analogs. The core functions as a versatile building block for drug discovery campaigns requiring planar, electron-rich aromatic systems with tunable hydrogen-bonding capacity.

Synthesis

  • Route1
    • 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine Tofacitinib Impurity|CS-0213936
      3680-69-1
    • ~97%
    • In-stock
      7H-Pyrrolo[2,3-d]pyrimidine|CS-W007892
      271-70-5

    References

    • VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2007/41130 A2, 2007 ; Location in patent: Page/Page column 40; Sheet 1/9 ; WO 2007/041130 A2
  • Route2

    References

    • PHARMACIA and UPJOHN S.p.A. Patent: EP795556 A1, 1997 ; EP 0795556 A1
  • Route3
    • 1,2,3,4-Tetrahydronaphthalene-2-thiol|CS-0257400
      57071-25-7
    • 4-Chloro-7H-pyrrolo[2,3-d]pyrimidine Tofacitinib Impurity|CS-0213936
      3680-69-1
    • ~64%
    • In-stock
      7H-Pyrrolo[2,3-d]pyrimidine|CS-W007892
      271-70-5

    References

    • PHARMACIA and UPJOHN S.p.A. Patent: EP795556 A1, 1997 ; EP 0795556 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+H312+H332-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P301+P317-P302+P352-P304+P340-P305+P351+P338-P317-P319-P330-P332+P317-P337+P317-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   41.57
  • LogP   0.9579
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   0

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