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6-Chloro-2-nitropyridin-3-ol

  • CAS No. 887471-39-8

  • Cat. No. CS-0096483
  • Purity≥98%
  • MDL No.MFCD09834122

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

6-Chloro-2-nitropyridin-3-ol|CS-0096483

Structure of 887471-39-8

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General Information

  • CAS No. 887471-39-8
  • Cat. No. CS-0096483
  • Purity ≥98%
  • MDL No. MFCD09834122
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₃ClN₂O₃
  • Molecular Weight 174.54
  • Synonym(s) 6-Chloro-3-hydroxy-2-nitropyridine
  • SMILES OC1=CC=C(Cl)N=C1[N+]([O-])=O

Description

6-Chloro-2-nitropyridin-3-ol features a chlorinated pyridine core with dual electron-withdrawing nitro and hydroxyl groups positioned for orthogonal reactivity. This bench-stable scaffold enables direct coupling in cross-coupling protocols and serves as a key intermediate in the synthesis of bioactive heterocycles, particularly in medicinal chemistry and agrochemical development.

Application

6-Chloro-2-nitropyridin-3-ol serves as a versatile building block in medicinal chemistry, enabling regioselective functionalization at the 3-position via nucleophilic substitution. The nitro group facilitates subsequent reduction to an amine, while the chloro substituent offers compatibility with palladium-catalyzed coupling reactions. Bench-stable and readily purified by recrystallization, it functions effectively in the synthesis of heterocyclic scaffolds and advanced intermediates for API development.

Synthesis

  • Route1

    References

    • WO2006/51394 A1, ; Page/Page column 26 ;

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   76.26
  • LogP   1.3488
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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