3-Bromo-1,5-dimethyl-1H-pyrazole

Name: 3-Bromo-1,5-dimethyl-1H-pyrazole
Brand: ChemScene
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CAS No. 5744-80-9
Cat. No. CS-W005278
Purity≥97%
MDL No.MFCD09991542

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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3-Bromo-1,5-dimethyl-1H-pyrazole|CS-W005278

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General Information

CAS No. 5744-80-9
Cat. No. CS-W005278
Purity ≥97%
MDL No. MFCD09991542
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₇BrN₂
Molecular Weight 175.03
Synonym(s) PremazepamPremazepam
SMILES CC1=CC(Br)=NN1C

Description

3-Bromo-1,5-dimethyl-1H-pyrazole is a bench-stable heterocyclic reagent featuring a bromine atom at the 3-position and methyl groups at the 1- and 5-positions. This electronic configuration enables efficient coupling in cross-coupling reactions, particularly Suzuki-Miyaura and Stille transformations. The molecule's stability under standard conditions facilitates straightforward handling and integration into synthetic sequences requiring halogenated pyrazole scaffolds.

Application

3-Bromo-1,5-dimethyl-1H-pyrazole serves as a versatile building block in medicinal chemistry and synthetic organic chemistry, enabling efficient late-stage functionalization via Pd-catalyzed cross-coupling reactions. The bromine atom provides high reactivity in Suzuki, Stille, and Negishi couplings, while the dimethyl substitution enhances stability and solubility. Its bench-stable nature and compatibility with diverse reaction conditions make it ideal for constructing complex heterocyclic scaffolds in API development and fragment-based design.

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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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

Key Words

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3-Bromo-1,5-dimethyl-1H-pyrazole

CAS No. 5744-80-9

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