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CS-W001157 4
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2-(5-Aminopyridin-2-yl)-2-methylpropanenitrile

  • CAS No. 1226776-95-9

  • Cat. No. CS-W003879
  • Purity≥98%
  • MDL No.MFCD16495866

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

2-(5-Aminopyridin-2-yl)-2-methylpropanenitrile|CS-W003879

Structure of 1226776-95-9

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General Information

  • CAS No. 1226776-95-9
  • Cat. No. CS-W003879
  • Purity ≥98%
  • MDL No. MFCD16495866
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁N₃
  • Molecular Weight 161.20
  • Synonym(s) 5-amino-α,α-dimethyl-2-Pyridineacetonitrile
  • SMILES CC(C#N)(C1=NC=C(N)C=C1)C

Description

This nitrile features a 5-aminopyridin-2-yl group attached to a sterically hindered methylpropanenitrile scaffold, enabling efficient coupling in transition-metal-catalyzed transformations. The electron-rich pyridine ring enhances reactivity in cross-coupling protocols, while the bench-stable nitrile moiety simplifies handling and purification.

Application

2-(5-Aminopyridin-2-yl)-2-methylpropanenitrile serves as a versatile building block in medicinal chemistry, enabling the construction of pyridine-based scaffolds through standard coupling and functionalization reactions. Its nitrile group offers high stability and compatibility with diverse reaction conditions, while the ortho-aminopyridine moiety facilitates further derivatization via electrophilic substitution or metal-catalyzed cross-coupling. The tert-butyl nitrile functionality provides excellent bench stability and simplifies purification, making it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1
    • 2-Methyl-2-(5-nitropyridin-2-yl)propanenitrile|CS-0211978
      1256633-31-4
    • ~63%
    • In-stock
      2-(5-Aminopyridin-2-yl)-2-methylpropanenitrile|CS-W003879
      1226776-95-9

    References

    • Su, Weiguo; Zhang, Weihan; Yang, Haibin Patent: US2013/190307 A1, 2013 ; Location in patent: Paragraph 0146; 0150 ;

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

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Computational Chemistry Data

  • TPSA   62.7
  • LogP   1.46498
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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