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2-Chloro-8-cyclopentyl-5-methylpyrido[2,3-d]pyrimidin-7(8H)-one

  • CAS No. 1013916-37-4

  • Cat. No. CS-B0328
  • Purity≥96%
  • MDL No.MFCD13181207

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

2-Chloro-8-cyclopentyl-5-methylpyrido[2,3-d]pyrimidin-7(8H)-one|CS-B0328

Structure of 1013916-37-4

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General Information

  • CAS No. 1013916-37-4
  • Cat. No. CS-B0328
  • Purity ≥96%
  • MDL No. MFCD13181207
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₄ClN₃O
  • Molecular Weight 263.72
  • Synonym(s) Pyrido[2,3-d]pyrimidin-7(8H)-one, 2-chloro-8-cyclopentyl-5-methyl-
  • SMILES O=C1N(C2CCCC2)C3=NC(Cl)=NC=C3C(C)=C1

Description

2-Chloro-8-cyclopentyl-5-methylpyrido[2,3-d]pyrimidin-7(8H)-one features a sterically encumbered cyclopentyl group and electron-deficient pyrimidine core, enabling selective engagement in kinase inhibition. The 2-chloro substituent enhances reactivity for downstream derivatization, while the methyl and carbonyl functionalities stabilize the tautomeric form under standard conditions. This scaffold integrates readily into bioactive molecule design.

Application

2-Chloro-8-cyclopentyl-5-methylpyrido[2,3-d]pyrimidin-7(8H)-one serves as a versatile scaffold for medicinal chemistry campaigns, enabling efficient construction of purine-like heterocycles. The chloro group at C2 facilitates nucleophilic substitution reactions, while the 5-methyl and 8-cyclopentyl substituents provide steric and electronic modulation. This compound exhibits bench stability and compatibility with standard coupling conditions, making it well-suited for parallel synthesis and lead optimization workflows.

Synthesis

  • Route1

    References

    • PFIZER PRODUCTS INC. Patent: WO2008/32157 A2, 2008 ; Location in patent: Page/Page column 26 ;

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   47.78
  • LogP   2.86842
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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