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CS-W001157 4
Total: USD 88.00

2-Chloro-3-methylisonicotinonitrile

  • CAS No. 1195189-83-3

  • Cat. No. CS-W021642
  • Molecule weight152.58
  • Purity≥98%
  • MDL No.None

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

2-Chloro-3-methylisonicotinonitrile|CS-W021642

Structure of 1195189-83-3

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General Information

  • CAS No. 1195189-83-3
  • Cat. No. CS-W021642
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅ClN₂
  • Molecular Weight 152.58
  • Synonym(s) 2-chloro-3-methylpyridine-4-carbonitrile
  • SMILES N#CC1=CC=NC(Cl)=C1C

Description

2-Chloro-3-methylisonicotinonitrile features a trifunctional pyridine core with chlorine, methyl, and nitrile groups positioned for orthogonal reactivity. This electron-deficient heterocycle integrates readily into synthetic scaffolds requiring regioselective functionalization under mild conditions.

Application

2-Chloro-3-methylisonicotinonitrile serves as a versatile building block in medicinal chemistry, enabling the construction of bioactive heterocycles through palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its ortho-chloro and nitrile functionalities offer complementary reactivity for late-stage functionalization, while the methyl group enhances metabolic stability. Bench-stable and readily purified by recrystallization, it facilitates efficient synthesis of pyridine-based scaffolds relevant to pharmaceutical development.

Synthesis

  • Route1

    References

    • JANSSEN PHARMACEUTICA NV Patent: WO2009/135944 A1, 2009 ; Location in patent: Page/Page column 23 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 3439
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

  • TPSA   36.68
  • LogP   1.9151
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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