6-Bromo-3-hydroxypicolinonitrile

Name: 6-Bromo-3-hydroxypicolinonitrile
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CAS No. 727737-00-0
Cat. No. CS-0377319
Purity≥97%
MDL No.MFCD18258853

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6-Bromo-3-hydroxypicolinonitrile|CS-0377319

Structure of 727737-00-0

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General Information

CAS No. 727737-00-0
Cat. No. CS-0377319
Purity ≥97%
MDL No. MFCD18258853
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrN₂O
Molecular Weight 199.00
Synonym(s) 6-bromo-3-hydroxypyridine-2-carbonitrile
SMILES N#CC1=NC(Br)=CC=C1O

Description

6-Bromo-3-hydroxypicolinonitrile features a strategically positioned bromine and hydroxyl group flanking a nitrile moiety on a pyridine scaffold. This electron-deficient heterocycle enables direct functionalization in cross-coupling and nucleophilic substitution reactions. The hydroxyl group enhances solubility and provides a handle for derivatization, while the bromine serves as a reactive site for palladium-catalyzed transformations. Bench-stable under standard conditions, it integrates efficiently into synthetic sequences requiring halogenated nitrogen heterocycles.

Application

6-Bromo-3-hydroxypicolinonitrile serves as a versatile building block for heterocyclic synthesis, enabling efficient access to substituted pyridine scaffolds. The bromo group facilitates palladium-catalyzed cross-coupling reactions, while the hydroxyl and nitrile functionalities provide orthogonal handles for derivatization. Its bench-stable nature and compatibility with standard purification methods make it well-suited for medicinal chemistry and process development workflows.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 56.91
LogP 1.42138
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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6-Bromo-3-hydroxypicolinonitrile

CAS No. 727737-00-0

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