4-Bromo-5-methyl-3-nitro-1H-pyrazole

Name: 4-Bromo-5-methyl-3-nitro-1H-pyrazole
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CAS No. 70951-96-1
Cat. No. CS-0042937
Purity≥98%
MDL No.MFCD01459884

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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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4-Bromo-5-methyl-3-nitro-1H-pyrazole|CS-0042937

Structure of 70951-96-1

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General Information

CAS No. 70951-96-1
Cat. No. CS-0042937
Purity ≥98%
MDL No. MFCD01459884
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₄H₄BrN₃O₂
Molecular Weight 206.00
Synonym(s) 4-broMo-5-Methyl-3-nitropyrazole
SMILES O=[N+](C1=NNC(C)=C1Br)[O-]

Description

4-Bromo-5-methyl-3-nitro-1H-pyrazole features a fused heterocyclic core with complementary electron-withdrawing and donor substituents, enabling efficient functionalization in transition metal-catalyzed cross-coupling reactions. The bromine atom serves as a high-reactivity handle for palladium-mediated transformations, while the nitro group enhances electrophilicity at C3. This scaffold demonstrates stability under standard bench conditions and facilitates rapid access to complex nitrogen-containing architectures in medicinal chemistry and materials science applications.

Application

4-Bromo-5-methyl-3-nitro-1H-pyrazole serves as a versatile building block in medicinal chemistry, enabling direct access to substituted pyrazole scaffolds via palladium-catalyzed cross-coupling reactions. The bromo group facilitates efficient C–C bond formation under standard Suzuki or Stille conditions, while the nitro and methyl substituents provide orthogonal functional handles for further derivatization. Its bench-stable crystalline form simplifies handling and purification, making it well-suited for high-throughput synthesis and API intermediate development.

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 71.82
LogP 1.38882
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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4-Bromo-5-methyl-3-nitro-1H-pyrazole

CAS No. 70951-96-1

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