2-(4-Bromopyridin-2-yl)acetonitrile

CAS No. 312325-73-8
Cat. No. CS-0134612
Purity≥98%
MDL No.MFCD09999985

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2-(4-Bromopyridin-2-yl)acetonitrile|CS-0134612

Structure of 312325-73-8

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Description

2-(4-Bromopyridin-2-yl)acetonitrile features a brominated pyridine ring coupled to an acetonitrile group, enabling direct incorporation into Suzuki-Miyaura and Buchwald-Hartwig coupling reactions. This bench-stable building block facilitates the synthesis of functionalized heterocycles in medicinal chemistry and materials science applications.

Application

2-(4-Bromopyridin-2-yl)acetonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its bromine and nitrile functionalities. The acetonitrile group enhances solubility and facilitates downstream transformations, while the pyridine ring provides a rigid scaffold for target-directed synthesis. Bench-stable and readily purified, it functions effectively in standard coupling protocols, including Suzuki-Miyaura and Buchwald-Hartwig reactions, supporting efficient access to complex heterocyclic architectures.

General Information

CAS No. 312325-73-8
Cat. No. CS-0134612
Purity ≥98%
MDL No. MFCD09999985
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂
Molecular Weight 197.03
Synonym(s) 2-CyanoMethyl-4-broMopyridine
SMILES N#CCC1=NC=CC(Br)=C1

Computational Chemistry Data

TPSA 36.68
LogP 1.91018
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-(4-Bromopyridin-2-yl)acetonitrile

CAS No. 312325-73-8

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