4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile

Name: 4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile
Brand: ChemScene
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CAS No. 287922-71-8
Cat. No. CS-0044990
Molecule weight186.01
Purity≥97%
MDL No.MFCD00103545

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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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4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile|CS-0044990

Structure of 287922-71-8

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General Information

CAS No. 287922-71-8
Cat. No. CS-0044990
Purity ≥97%
MDL No. MFCD00103545
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄BrN₃
Molecular Weight 186.01
Synonym(s) 4-Bromo-3-cyano-1-methyl-1H-pyrazole
SMILES N#CC1=NN(C)C=C1Br

Description

4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile features a bromine atom at the 4-position and a nitrile group at the 3-position, enabling versatile coupling reactions. The methylated pyrazole core provides enhanced stability and solubility in polar organic solvents, facilitating use in transition metal-catalyzed transformations and medicinal chemistry applications.

Application

4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its compatible bromo and nitrile functionalities. The methyl group enhances metabolic stability, while the pyrazole core provides a rigid, polar scaffold suitable for targeted drug discovery. Bench-stable and readily purified by recrystallization, it facilitates efficient synthesis of functionalized heterocycles and API intermediates.

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

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Computational Chemistry Data

TPSA 41.61
LogP 1.05428
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile

CAS No. 287922-71-8

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