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6-Chloropyrimidine-4-carbonitrile

  • CAS No. 939986-65-9

  • Cat. No. CS-0044027
  • Purity≥95%
  • MDL No.MFCD09607731

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

6-Chloropyrimidine-4-carbonitrile|CS-0044027

Structure of 939986-65-9

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General Information

  • CAS No. 939986-65-9
  • Cat. No. CS-0044027
  • Purity ≥95%
  • MDL No. MFCD09607731
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂ClN₃
  • Molecular Weight 139.54
  • Synonym(s) 6-Cyano-4-chloropyrimidine
  • SMILES N#CC1=NC=NC(Cl)=C1

Description

6-Chloropyrimidine-4-carbonitrile features a chlorine atom at the 6-position and a nitrile group at the 4-position, enabling selective functionalization in heterocyclic synthesis. This electron-deficient pyrimidine scaffold integrates readily into pharmaceutical intermediates and ligand architectures, offering enhanced reactivity under mild conditions.

Application

6-Chloropyrimidine-4-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. Its dual functional groups—electrophilic chlorine and nitrile—facilitate selective nucleophilic substitutions and downstream transformations under mild conditions. The compound exhibits excellent bench stability, ease of purification, and compatibility with diverse reaction environments, making it ideal for high-yielding coupling reactions and heterocycle elaboration in API development workflows.

Synthesis

  • Route1
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      1370442-07-1
    • ~%
    • In-stock
      6-Chloropyrimidine-4-carbonitrile|CS-0044027
      939986-65-9

    References

    • US2003/225106 A1, ; Page 97 ;
  • Route2

    References

    • WO2011/45353 A1, ; Page/Page column 40 ; WO 2011/045353 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-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   49.57
  • LogP   1.00168
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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