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CS-W001157 4
Total: USD 88.00

2-Chloro-4-(pyridin-3-yl)pyrimidine

  • CAS No. 483324-01-2

  • Cat. No. CS-0187828
  • Purity≥98%
  • MDL No.None

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

2-Chloro-4-(pyridin-3-yl)pyrimidine|CS-0187828

Structure of 483324-01-2

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General Information

  • CAS No. 483324-01-2
  • Cat. No. CS-0187828
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₆ClN₃
  • Molecular Weight 191.62
  • Synonym(s) 4-(3-Pyridyl)-2-chloropyrimidine
  • SMILES C1=CC(=CN=C1)C2=NC(=NC=C2)Cl

Description

2-Chloro-4-(pyridin-3-yl)pyrimidine serves as a key heterocyclic scaffold in medicinal chemistry, integrating a chlorine electrophile with a pyridyl-directed electron-deficient core. This configuration enables efficient cross-coupling reactions and facilitates the construction of complex molecular architectures under mild conditions.

Application

2-Chloro-4-(pyridin-3-yl)pyrimidine serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via Pd-catalyzed cross-coupling reactions. The pyridyl and chloropyrimidine moieties offer orthogonal reactivity, facilitating sequential functionalization. Bench-stable and readily purified, it functions as a key intermediate in the synthesis of kinase inhibitors and other bioactive molecules.

Synthesis

  • Route1
    • null|null
      3934-20-1
    • In-stock
      Pyridin-3-ylboronic acid|CS-D0809
      1692-25-7
    • ~73%
    • In-stock
      2-Chloro-4-(pyridin-3-yl)pyrimidine|CS-0187828
      483324-01-2

    References

    • ZHANG, Dawei Patent: WO2011/8788 A1, 2011 ; Location in patent: Page/Page column 28-29 ; WO 2011/008788 A1
  • Route2
    • 6-Pyridin-3-yl-1H-pyrimidin-2-one|CS-0766618
      897031-20-8
    • ~57%
    • In-stock
      2-Chloro-4-(pyridin-3-yl)pyrimidine|CS-0187828
      483324-01-2

    References

    • Anli, Huang; Xing, Liu; Zelikovitch, Lior; Kaspi, Joseph Patent: US2006/149061 A1, 2006 ; Location in patent: Page/Page column 8 ;
  • Route3

    References

    • Bursavich, Matthew G.; Lombardi, Sabrina; Gilbert, Adam M. Organic Letters, 2005 , vol. 7, # 19 p. 4113 - 4116

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

Quality Control

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Computational Chemistry Data

  • TPSA   38.67
  • LogP   2.192
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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