Methyl 4-nitro-1H-pyrazole-5-carboxylate

Name: Methyl 4-nitro-1H-pyrazole-5-carboxylate
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CAS No. 138786-86-4
Cat. No. CS-W009019
Purity≥98%
MDL No.MFCD00505604

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Methyl 4-nitro-1H-pyrazole-5-carboxylate|CS-W009019

Structure of 138786-86-4

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Description

Methyl 4-nitro-1H-pyrazole-5-carboxylate features a bench-stable pyrazole core with a nitro group at the 4-position and a methyl ester at the 5-position, enabling direct incorporation into diverse synthetic sequences. The electron-deficient heterocycle facilitates nucleophilic substitution and transition metal-catalyzed coupling reactions. This compound serves as a key building block for bioactive molecules and functional materials.

Application

Methyl 4-nitro-1H-pyrazole-5-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical synthesis. The nitro group at C4 enables subsequent reduction to an amine, while the ester functionality supports palladium-catalyzed cross-coupling reactions and hydrolysis to the carboxylic acid. Its bench-stable nature and compatibility with diverse functional groups facilitate efficient access to substituted pyrazole scaffolds in multi-step syntheses.

General Information

CAS No. 138786-86-4
Cat. No. CS-W009019
Purity ≥98%
MDL No. MFCD00505604
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₅N₃O₄
Molecular Weight None
Synonym(s) methyl-4-nitropyrazole-3-carboxylic acid
SMILES [O-][N+](C1=CNN=C1C(OC)=O)=O

Computational Chemistry Data

TPSA 98.12
LogP 0.1045
H_Acceptors 5
H_Donors 1
Rotatable_Bonds 2

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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Methyl 4-nitro-1H-pyrazole-5-carboxylate

CAS No. 138786-86-4

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