Ethyl 3,5-dibromo-1-methyl-1H-pyrazole-4-carboxylate

Name: Ethyl 3,5-dibromo-1-methyl-1H-pyrazole-4-carboxylate
Brand: ChemScene
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CAS No. 1017802-88-8
Cat. No. CS-0047096
Purity≥95%
MDL No.None

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Ethyl 3,5-dibromo-1-methyl-1H-pyrazole-4-carboxylate|CS-0047096

Structure of 1017802-88-8

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Description

Ethyl 3,5-dibromo-1-methyl-1H-pyrazole-4-carboxylate is a sterically hindered, electron-deficient pyrazole derivative featuring two bromine substituents at the 3 and 5 positions. This configuration enhances its utility in cross-coupling reactions, where the dibromo motif enables sequential functionalization. The methyl group at N1 improves solubility and stability under standard conditions. The ester functionality facilitates downstream transformations, including hydrolysis or coupling reactions. This compound serves as a modular scaffold for synthesizing complex heterocyclic architectures in medicinal chemistry and materials science.

Application

Ethyl 3,5-dibromo-1-methyl-1H-pyrazole-4-carboxylate serves as a versatile building block for the synthesis of substituted pyrazoles and heterocyclic scaffolds. The dibromo substitution pattern enables sequential cross-coupling reactions, while the ester group facilitates further functionalization. Its bench-stable nature and compatibility with palladium-catalyzed transformations make it valuable in medicinal chemistry and materials science applications.

General Information

CAS No. 1017802-88-8
Cat. No. CS-0047096
Purity ≥95%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₈Br₂N₂O₂
Molecular Weight 311.96
Synonym(s) None
SMILES BrC1=NN(C(Br)=C1C(OCC)=O)C

Computational Chemistry Data

TPSA 44.12
LogP 2.1218
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

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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Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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Ethyl 3,5-dibromo-1-methyl-1H-pyrazole-4-carboxylate

CAS No. 1017802-88-8

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