5-Bromo-2-chloro-4-methylnicotinonitrile

Name: 5-Bromo-2-chloro-4-methylnicotinonitrile
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CAS No. 1142188-71-3
Cat. No. CS-0441311
Molecule weight231.48
Purity≥98%
MDL No.MFCD11869817

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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5-Bromo-2-chloro-4-methylnicotinonitrile|CS-0441311

Structure of 1142188-71-3

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General Information

CAS No. 1142188-71-3
Cat. No. CS-0441311
Purity ≥98%
MDL No. MFCD11869817
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrClN₂
Molecular Weight 231.48
Synonym(s) None
SMILES N#CC1=C(C)C(Br)=CN=C1Cl

Description

5-Bromo-2-chloro-4-methylnicotinonitrile features a trifunctional pyridine core with bromo, chloro, and nitrile groups positioned for orthogonal reactivity. The electron-deficient ring enables efficient coupling under palladium catalysis, while the methyl group enhances solubility and steric profile. This compound serves as a key intermediate in medicinal chemistry, particularly for constructing heterocyclic scaffolds in kinase inhibitors and CNS-targeted therapeutics.

Application

5-Bromo-2-chloro-4-methylnicotinonitrile serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling selective functionalization at the 5-bromo and 2-chloro positions. The nitrile group facilitates downstream transformations including hydrolysis to carboxylic acids or reductive amination. Its methyl group provides a handle for oxidation or C–H functionalization, while the electron-deficient pyridine core supports cross-coupling reactions under standard palladium catalysis. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses requiring orthogonal reactivity.

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 36.68
LogP 2.6776
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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5-Bromo-2-chloro-4-methylnicotinonitrile

CAS No. 1142188-71-3

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