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CS-W001157 4
Total: USD 88.00

4-Chloropyrido[3,2-d]pyrimidine

  • CAS No. 51674-77-2

  • Cat. No. CS-W022165
  • Purity≥97%
  • MDL No.MFCD10566748

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

4-Chloropyrido[3,2-d]pyrimidine|CS-W022165

Structure of 51674-77-2

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General Information

  • CAS No. 51674-77-2
  • Cat. No. CS-W022165
  • Purity ≥97%
  • MDL No. MFCD10566748
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₄ClN₃
  • Molecular Weight 165.58
  • Synonym(s) pyrido[3,2-d]pyrimidine, 4-chloro-
  • SMILES ClC1=NC=NC2=CC=CN=C12

Description

4-Chloropyrido[3,2-d]pyrimidine serves as a pivotal heterocyclic scaffold in medicinal chemistry, featuring a chlorine atom at the 4-position that enables direct functionalization. This electron-deficient system integrates readily into kinase inhibitors and other bioactive molecules, offering high reactivity under standard coupling conditions.

Application

4-Chloropyrido[3,2-d]pyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of kinase inhibitors and other bioactive heterocycles. Its chlorine substituent facilitates palladium-catalyzed cross-coupling reactions, while the fused pyridopyrimidine core offers enhanced metabolic stability and predictable binding interactions. The compound exhibits excellent bench stability and compatibility with common protecting group strategies, facilitating straightforward purification and integration into multi-step synthetic sequences.

Synthesis

  • Route1

    References

    • Petric, Andrej; Tisler, M.; Stanovnik, Branko Monatshefte fuer Chemie, 1983 , vol. 114, p. 615 - 624
  • Route2

    References

    • Rewcastle, Gordon W.; Palmer, Brian D.; Thompson, Andrew M.; Bridges, Alexander J.; Cody, Donna R.; Zhou, Hairong; Fry, David W.; McMichael, Amy; Denny, William A. Journal of Medicinal Chemistry, 1996 , vol. 39, # 9 p. 1823 - 1835
  • Route3

    References

    • Rewcastle, Gordon W.; Palmer, Brian D.; Thompson, Andrew M.; Bridges, Alexander J.; Cody, Donna R.; Zhou, Hairong; Fry, David W.; McMichael, Amy; Denny, William A. Journal of Medicinal Chemistry, 1996 , vol. 39, # 9 p. 1823 - 1835

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   38.67
  • LogP   1.6782
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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