Ethyl 4,5-dimethyl-1H-pyrazole-3-carboxylate

Name: Ethyl 4,5-dimethyl-1H-pyrazole-3-carboxylate
Brand: ChemScene
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CAS No. 15803-27-7
Cat. No. CS-0045364
Purity≥97%
MDL No.None

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Excepted Quantity	$0.00
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Ethyl 4,5-dimethyl-1H-pyrazole-3-carboxylate|CS-0045364

Structure of 15803-27-7

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General Information

CAS No. 15803-27-7
Cat. No. CS-0045364
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₂N₂O₂
Molecular Weight 168.19
Synonym(s) Ethyl 4,5-Dimethylpyrazole-3-carboxylate
SMILES O=C(C1=NNC(C)=C1C)OCC

Description

Ethyl 4,5-dimethyl-1H-pyrazole-3-carboxylate features a sterically hindered pyrazole core with dual methyl substituents enhancing stability and solubility. This bench-stable ester integrates readily into heterocyclic synthesis, serving as a versatile precursor for medicinal chemistry applications. The electron-rich aromatic system supports efficient coupling reactions under standard conditions.

Application

Ethyl 4,5-dimethyl-1H-pyrazole-3-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted pyrazole scaffolds. Its dual functionality—electron-rich pyrazole ring and ester group—facilitates diverse transformations including nucleophilic substitution, metal-catalyzed coupling, and selective derivatization. The methyl substituents enhance steric and electronic stability, improving bench handling and purification efficiency. This compound functions reliably in standard synthetic workflows for medicinal chemistry and process development.

Synthesis

Route1
- 137570-90-2
- ~50%
- In-stock
  
  15803-27-7
References
- Posner, Gary H.; Carry, Jean-Christophe; Crouch, R. David; Johnson, Neil Journal of Organic Chemistry, 1991 , vol. 56, # 25 p. 6987 - 6993

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 54.98
LogP 1.20324
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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Ethyl 4,5-dimethyl-1H-pyrazole-3-carboxylate

CAS No. 15803-27-7

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