6-Chloro-3-hydroxypicolinonitrile

Name: 6-Chloro-3-hydroxypicolinonitrile
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CAS No. 727736-70-1
Cat. No. CS-0199672
Purity≥95%
MDL No.None

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6-Chloro-3-hydroxypicolinonitrile|CS-0199672

Structure of 727736-70-1

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General Information

CAS No. 727736-70-1
Cat. No. CS-0199672
Purity ≥95%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃ClN₂O
Molecular Weight 154.55
Synonym(s) 2-Pyridinecarbonitrile, 6-chloro-3-hydroxy-
SMILES N#CC1=NC(Cl)=CC=C1O

Description

6-Chloro-3-hydroxypicolinonitrile features a strategically positioned hydroxyl group and nitrile moiety on a pyridine scaffold, enabling direct integration into heterocyclic syntheses. The chlorine substituent provides a reactive handle for palladium-catalyzed coupling reactions. This bench-stable compound serves as a key intermediate in the development of bioactive nitrogen-containing architectures.

Application

6-Chloro-3-hydroxypicolinonitrile serves as a versatile building block in medicinal chemistry, enabling efficient access to substituted pyridine scaffolds. The molecule combines a reactive chloro group for nucleophilic substitution and a hydroxyl function amenable to derivatization, while the nitrile moiety supports downstream transformations such as amidation or hydrolysis. Its bench-stable nature and compatibility with standard coupling protocols facilitate integration into multi-step syntheses of bioactive heterocycles.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 56.91
LogP 1.31228
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Chloro-3-hydroxypicolinonitrile

CAS No. 727736-70-1

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