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CS-W001157 4
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2-(Methylamino)nicotinonitrile

  • CAS No. 52583-87-6

  • Cat. No. CS-0188346
  • Purity≥98%
  • MDL No.MFCD08689752

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

2-(Methylamino)nicotinonitrile|CS-0188346

Structure of 52583-87-6

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General Information

  • CAS No. 52583-87-6
  • Cat. No. CS-0188346
  • Purity ≥98%
  • MDL No. MFCD08689752
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇N₃
  • Molecular Weight None
  • Synonym(s) 2-(methylamino)pyridine-3-carbonitrile
  • SMILES CNC1=C(C=CC=N1)C#N

Description

2-(Methylamino)nicotinonitrile features a pyridine core bearing a methylamino group at the 2-position and a nitrile at the 3-position, delivering enhanced solubility and reactivity in synthetic transformations. This electron-deficient heterocycle integrates readily into pharmaceutical intermediates, particularly in kinase inhibitor scaffolds, under standard conditions. The nitrile moiety enables downstream functionalization via nucleophilic addition or reduction.

Application

2-(Methylamino)nicotinonitrile serves as a versatile building block in medicinal chemistry, enabling the synthesis of bioactive heterocycles through its dual functionality: the nitrile group facilitates nucleophilic additions and cyclizations, while the methylamino moiety supports facile derivatization. Its bench-stable nature and compatibility with standard coupling and protection protocols make it well-suited for iterative synthesis workflows in API development.

Synthesis

  • Route1
    • 3-Pyridinecarbonitrile, 2-chloro-|CS-0654103
      6602-54-6
    • null|null
      74-89-5
    • ~61%
    • In-stock
      2-(Methylamino)nicotinonitrile|CS-0188346
      52583-87-6

    References

    • Coppola, Gary M. Synthetic Communications, 1985 , vol. 15, # 11 p. 1013 - 1018
  • Route2
    • null|null
      123-39-7
    • 3-Pyridinecarbonitrile, 2-chloro-|CS-0654103
      6602-54-6
    • ~74%
    • In-stock
      2-(Methylamino)nicotinonitrile|CS-0188346
      52583-87-6

    References

    • Kodimuthali, Arumugam; Mungara, Anitha; Prasunamba, Padala Lakshmi; Pal, Manojit Journal of the Brazilian Chemical Society, 2010 , vol. 21, # 8 p. 1439 - 1445
  • Route3

    References

    • Kodimuthali, Arumugam; Mungara, Anitha; Prasunamba, Padala Lakshmi; Pal, Manojit Journal of the Brazilian Chemical Society, 2010 , vol. 21, # 8 p. 1439 - 1445

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P264-P270-P330-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   48.71
  • LogP   0.99498
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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