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2-Chloropyrimidine-5-carbonitrile

  • CAS No. 1753-50-0

  • Cat. No. CS-W003736
  • Purity≥95%
  • MDL No.MFCD10697145

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

2-Chloropyrimidine-5-carbonitrile|CS-W003736

Structure of 1753-50-0

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General Information

  • CAS No. 1753-50-0
  • Cat. No. CS-W003736
  • Purity ≥95%
  • MDL No. MFCD10697145
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₂ClN₃
  • Molecular Weight 139.54
  • Synonym(s) 5-Pyrimidinecarbonitrile, 2-chloro- (7CI,8CI)
  • SMILES N#Cc1cnc(nc1)Cl

Description

2-Chloropyrimidine-5-carbonitrile features a dual functional handle: a chlorine atom at C2 and a nitrile group at C5, enabling selective cross-coupling and nucleophilic substitution reactions. This electron-deficient pyrimidine scaffold integrates readily into pharmaceutical intermediates and agrochemical building blocks under standard conditions.

Application

2-Chloropyrimidine-5-carbonitrile serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyrimidine-based scaffolds. Its dual functional groups—chlorine at C2 and nitrile at C5—facilitate nucleophilic substitution and subsequent transformations under mild conditions. The compound exhibits good bench stability and compatibility with common reaction protocols, simplifying purification and scale-up in synthetic workflows.

Synthesis

  • Route1

    References

    • BRISTOL-MYERS SQUIBB COMPANY; WACKER, Dean, A.; ROSSI, Karen, A.; WANG, Ying; WU, Gang Patent: WO2010/9183 A1, 2010 ; Location in patent: Page/Page column 104-105 ; WO 2010/009183 A1
  • Route2

    References

    • US2011/152295 A1, ; Page/Page column 24 ;
  • Route3

    References

    • US2011/152295 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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