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CS-W001157 4
Total: USD 88.00

4-Chloro-2-methyl-5H,6H,7H-cyclopenta[d]pyrimidine

  • CAS No. 118802-40-7

  • Cat. No. CS-0075719
  • Purity≥97%
  • MDL No.None

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

4-Chloro-2-methyl-5H,6H,7H-cyclopenta[d]pyrimidine|CS-0075719

Structure of 118802-40-7

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General Information

  • CAS No. 118802-40-7
  • Cat. No. CS-0075719
  • Purity ≥97%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₉ClN₂
  • Molecular Weight 168.62
  • Synonym(s) 7-METHYLINDOLE-3-ACETONITRILE
  • SMILES ClC1=C2CCCC2=NC(C)=N1

Description

4-Chloro-2-methyl-5H,6H,7H-cyclopenta[d]pyrimidine is a bench-stable heterocyclic building block featuring a chlorinated pyrimidine core fused to a cyclopentane ring. This scaffold integrates readily into medicinal chemistry campaigns targeting kinase inhibitors and antiviral agents due to its electron-deficient nature and favorable metabolic profile.

Application

4-Chloro-2-methyl-5H,6H,7H-cyclopenta[d]pyrimidine serves as a versatile building block for heterocyclic synthesis, enabling efficient access to pyrimidine-based scaffolds. Its chloro and methyl substituents provide orthogonal functional handles for palladium-catalyzed cross-coupling and nucleophilic substitution reactions. The cyclopentapyrimidine core exhibits bench stability and facilitates purification, making it well-suited for medicinal chemistry campaigns and process development in API synthesis.

Synthesis

  • Route1
    • 2-Methyl-3H,4H,5H,6H,7H-cyclopenta[d]pyrimidin-4-one|CS-0071454
      65818-01-1
    • ~55%
    • In-stock
      4-Chloro-2-methyl-5H,6H,7H-cyclopenta[d]pyrimidine|CS-0075719
      118802-40-7

    References

    • Gangjee, Aleem; Zhao, Ying; Raghavan, Sudhir; Rohena, Cristina C.; Mooberry, Susan L.; Hamel, Ernest Journal of Medicinal Chemistry, 2013 , vol. 56, # 17 p. 6829 - 6844
  • Route2

    References

    • Gangjee, Aleem; Zhao, Ying; Raghavan, Sudhir; Rohena, Cristina C.; Mooberry, Susan L.; Hamel, Ernest Journal of Medicinal Chemistry, 2013 , vol. 56, # 17 p. 6829 - 6844

Safety Information

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GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P261-P280-P304+P340

Quality Control

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Computational Chemistry Data

  • TPSA   25.78
  • LogP   1.92712
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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