4-Bromo-6-chloropicolinonitrile

Name: 4-Bromo-6-chloropicolinonitrile
Brand: ChemScene
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CAS No. 1206247-90-6
Cat. No. CS-0136258
Purity≥95%
MDL No.None

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4-Bromo-6-chloropicolinonitrile|CS-0136258

Structure of 1206247-90-6

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General Information

CAS No. 1206247-90-6
Cat. No. CS-0136258
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₂BrClN₂
Molecular Weight 217.45
Synonym(s) 4-bromo-6-chloropyridine-2-carbonitrile
SMILES N#CC1=NC(Cl)=CC(Br)=C1

Description

4-Bromo-6-chloropicolinonitrile features a sterically hindered pyridine core bearing complementary halogen substituents and a nitrile group, enabling direct functionalization in cross-coupling and cyclization reactions. The electron-deficient ring facilitates nucleophilic attack, while the orthogonal halogens allow sequential derivatization under palladium catalysis. This compound serves as a key building block for nitrogen-rich heterocycles in medicinal chemistry and agrochemical synthesis.

Application

4-Bromo-6-chloropicolinonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogenation pattern. The nitrile group provides a handle for downstream functionalization, while the bromo and chloro substituents offer complementary reactivity for sequential transformations. Its bench-stable nature and compatibility with standard synthetic protocols make it well-suited for constructing complex heterocyclic scaffolds and API intermediates.

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
Precautionary Statements : P264-P270-P330-P501

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Computational Chemistry Data

TPSA 36.68
LogP 2.36918
H_Acceptors 2
H_Donors 0
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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4-Bromo-6-chloropicolinonitrile

CAS No. 1206247-90-6

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