3-Bromo-1,4-dimethyl-1H-pyrazole

Name: 3-Bromo-1,4-dimethyl-1H-pyrazole
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CAS No. 13745-59-0
Cat. No. CS-0108532
Purity≥97%
MDL No.None

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3-Bromo-1,4-dimethyl-1H-pyrazole|CS-0108532

Structure of 13745-59-0

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General Information

CAS No. 13745-59-0
Cat. No. CS-0108532
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₇BrN₂
Molecular Weight 175.03
Synonym(s) 3-bromo-1,4-dimethylpyrazole
SMILES CC1=CN(C)N=C1Br

Description

3-Bromo-1,4-dimethyl-1H-pyrazole features a brominated pyrazole core with methyl substituents at the 1- and 4-positions, offering enhanced stability and reactivity in cross-coupling transformations. This bench-stable heterocycle integrates readily into medicinal chemistry libraries, serving as a key scaffold for bioactive molecule synthesis.

Application

3-Bromo-1,4-dimethyl-1H-pyrazole serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable halogen functionality. The methyl groups at C1 and C4 enhance solubility and provide steric protection, improving bench stability and simplifying purification. This compound functions effectively in Suzuki-Miyaura and Stille couplings, facilitating the construction of complex heterocyclic scaffolds common in drug discovery.

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-P280-P302+P352

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Computational Chemistry Data

TPSA 17.82
LogP 1.49102
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

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3-Bromo-1,4-dimethyl-1H-pyrazole

CAS No. 13745-59-0

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