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CS-W001157 4
Total: USD 88.00

3-Hydroxypicolinonitrile

  • CAS No. 932-35-4

  • Cat. No. CS-W011210
  • Purity≥98%
  • MDL No.MFCD01646135

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

3-Hydroxypicolinonitrile|CS-W011210

Structure of 932-35-4

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General Information

  • CAS No. 932-35-4
  • Cat. No. CS-W011210
  • Purity ≥98%
  • MDL No. MFCD01646135
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄N₂O
  • Molecular Weight 120.11
  • Synonym(s) 3-hydroxypyridine-2-carbonitrile
  • SMILES OC1=CC=CN=C1C#N

Description

3-Hydroxypicolinonitrile features a hydroxyl group flanked by a pyridine ring and a nitrile moiety, enabling dual functionality in synthetic transformations. This electron-deficient heterocycle integrates readily into complex scaffolds under mild conditions. The compound exhibits bench-stable handling characteristics and facilitates efficient derivatization in medicinal chemistry applications.

Application

3-Hydroxypicolinonitrile serves as a versatile building block in synthetic organic chemistry, enabling access to heterocyclic scaffolds through cyclization and functional group manipulation. Its ortho-hydroxy nitrile motif facilitates regioselective transformations, including ring closure to form quinoline and isoquinoline derivatives. The compound exhibits good bench stability and compatibility with common protecting group strategies, making it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

  • Route1
    • 3-Nitropicolinonitrile|CS-0051234
      51315-07-2
    • ~14%
    • In-stock
      3-Hydroxypicolinonitrile|CS-W011210
      932-35-4
    • In-stock
      3-Fluoropicolinonitrile|CS-W005247
      97509-75-6

    References

    • Organic Letters, , vol. 7, # 4 p. 577 - 579
  • Route2

    References

    • Cailly, Thomas; Lemaitre, Stephane; Fabis, Frederic; Rault, Sylvain Synthesis, 2007 , # 20 p. 3247 - 3251
  • Route3
    • null|null
      6602-28-4
    • null|null
      7677-24-9
    • ~70%
    • In-stock
      3-Hydroxypicolinonitrile|CS-W011210
      932-35-4

    References

    • Leroy; Bigan; Blondeau Synthetic Communications, 1997 , vol. 27, # 17 p. 2905 - 2916

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-P302+P352-P304+P340

Quality Control

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Computational Chemistry Data

  • TPSA   56.91
  • LogP   0.65888
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   0

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