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CS-W001157 4
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3-Nitro-pyridine-2-carbaldehyde

  • CAS No. 10261-94-6

  • Cat. No. CS-W003735
  • Purity≥95%
  • MDL No.MFCD10696871

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

3-Nitro-pyridine-2-carbaldehyde|CS-W003735

Structure of 10261-94-6

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General Information

  • CAS No. 10261-94-6
  • Cat. No. CS-W003735
  • Purity ≥95%
  • MDL No. MFCD10696871
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄N₂O₃
  • Molecular Weight 152.11
  • Synonym(s) 3-Nitropicolinaldehyde
  • SMILES O=CC1=NC=CC=C1[N+]([O-])=O

Description

3-Nitro-pyridine-2-carbaldehyde features a pyridine ring bearing a nitro group at the meta position and a formyl group at the ortho position, delivering high reactivity in nucleophilic addition and condensation reactions. This electron-deficient heterocycle integrates readily into complex molecular architectures under mild conditions.

Application

3-Nitro-pyridine-2-carbaldehyde serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds via coupling reactions and nucleophilic additions. Its dual functionality—pyridine ring with electron-withdrawing nitro and aldehyde groups—facilitates regioselective transformations under standard conditions. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it well-suited for multi-step syntheses.

Synthesis

  • Route1

    References

    • Niu, Chuansheng; Li, Jun; Doyle, Terrence W.; Chen, Shu-Hui Tetrahedron, 1998 , vol. 54, # 23 p. 6311 - 6318
  • Route2
    • null|null
      67-56-1
    • In-stock
      2-Methyl-3-nitropyridine|CS-D0206
      18699-87-1
    • ~%
    • In-stock
      3-Nitro-pyridine-2-carbaldehyde|CS-W003735
      10261-94-6
    • Methoxy(3-nitropyridin-2-yl)methanol|CS-0656736
      200933-25-1

    References

    • WO2009/1214 A2, ; Page/Page column 52 ; WO 2009/001214 A2
  • Route3

    References

    • Tetrahedron, , vol. 54, # 23 p. 6311 - 6318

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
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   73.1
  • LogP   0.8023
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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