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CS-W001157 4
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2-Chloroisonicotinamide

  • CAS No. 100859-84-5

  • Cat. No. CS-0034602
  • Purity≥98%
  • MDL No.MFCD00221401

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

2-Chloroisonicotinamide|CS-0034602

Structure of 100859-84-5

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General Information

  • CAS No. 100859-84-5
  • Cat. No. CS-0034602
  • Purity ≥98%
  • MDL No. MFCD00221401
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅ClN₂O
  • Molecular Weight 156.57
  • Synonym(s) None
  • SMILES O=C(C1=CC(Cl)=NC=C1)N

Description

2-Chloroisonicotinamide delivers a moisture-tolerant, bench-stable platform for constructing bioactive heterocycles. The para-chloro group enables direct functionalization in cross-coupling reactions, while the amide functionality provides directional hydrogen bonding and enhanced solubility in polar solvents.

Application

2-Chloroisonicotinamide serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via nucleophilic substitution and coupling reactions. Its ortho-chloro functionality provides high reactivity for palladium-catalyzed cross-couplings, while the pyridine amide group offers excellent solubility and compatibility with diverse reaction conditions. The compound exhibits robust bench stability and facilitates straightforward purification, making it ideal for iterative synthesis campaigns and API development workflows.

Synthesis

  • Route1

    References

    • Chen, Haonan; Dai, Wujie; Chen, Yi; Xu, Qing; Chen, Jianhui; Yu, Lei; Zhao, Yajuan; Ye, Mingde; Pan, Yuanjiang Green Chemistry, 2014 , vol. 16, # 4 p. 2136 - 2141
  • Route2

    References

    • WO2006/35967 A1, ; Page/Page column 90-91 ; WO 2006/035967 A1
  • Route3
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      65287-34-5
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    • In-stock
      2-Chloroisonicotinamide|CS-0034602
      100859-84-5

    References

    • Journal of Organic Chemistry, , vol. 23, p. 64

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   55.98
  • LogP   0.8339
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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