116344-31-1

Basic information

• Product Name: 1H-Pyrazole-4-carboxylic acid, 1-methyl-3-phenyl-, ethyl ester
• Synonyms: ethyl1-methyl-3-phenyl-1H-pyrazole-4-carboxylate
• CAS NO: 116344-31-1
• Molecular Formula: C13H14N2O2
• Molecular Weight: 230.266
• Mol File: 116344-31-1.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1H-Pyrazole-4-carboxylic acid, 1-methyl-3-phenyl-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-4-carboxylic acid, 1-methyl-3-phenyl-, ethyl ester(116344-31-1)
• EPA Substance Registry System: 1H-Pyrazole-4-carboxylic acid, 1-methyl-3-phenyl-, ethyl ester(116344-31-1)

Safety Data

• Hazardous Substances Data: 116344-31-1(Hazardous Substances Data)

Usage

Structure

Pyrazole ring with a carboxylic acid group, a phenyl and a methyl substituent

Type

Ethyl ester derivative of 1-methyl-3-phenyl-1H-pyrazole-4-carboxylic acid

Applications

Potential use in the pharmaceutical industry as a building block for the synthesis of pharmacologically active compounds and as a therapeutic agent.

Upstream product

• 60-34-4 methylhydrazine 
• 2216-94-6 phenylpropynoic acid ethyl ester 
• 109-94-4 formic acid ethyl ester 
• 39973-76-7 ethyl 2-benzoyl-3-ethoxyacrylate 
• 1353100-91-0 ethyl 3-bromo-1H-pyrazole-4-carboxylate 
• 6994-25-8 3-amino-4-pyrazolecarboxylic acid ethyl ester 
• 799835-39-5 ethyl 3-iodo-1-methyl-1H-pyrazole-4-carboxylate 
• 98-80-6 phenylboronic acid 
• 139308-52-4 ethyl 3-bromo-1-methyl-1H-pyrazole-4-carboxylate 
• 515-84-4 Ethyl trichloroacetate 
• 1075-70-3 benzaldehyde N,N-dimethylhydrazone 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 66129-60-0 ethyl-3-(dimethylamino)-2-(phenylcarbonyl)prop-2-enoate 

Downstream Products

• 105994-56-7 1-methyl-3-phenyl-1H-pyrazole-4-carboxylic acid 

Relevant articles and documents

Toward Continuous-Flow Synthesis of Biologically Interesting Pyrazole Derivatives

A two-step continuous-flow synthesis of substituted pyrazole derivatives has been developed via the formation of vinylidene keto esters as key intermediates. Heterogeneous Ni2+-montmorillonite was found to be an efficient catalyst for orthoester condensation of 1,3-dicarbonyls under flow conditions. The intermediate reacted with methylhydrazine to afford pyrazole derivatives, for which suitable selection of a solvent played a key role in achieving high yields and excellent regioselectivities of the desired products. An application of this protocol has been demonstrated by the synthesis of a key intermediate for biologically active pyrazoles such as Bixafen. (Figure presented.).

Copper-Catalyzed Double C-H Alkylation of Aldehyde-Derived N,N-Dialkylhydrazones with Polyhalomethanes: Flexible Access to 4-Functionalized Pyrazoles

Here, 4-functionalized pyrazoles have been made accessible in a single step from readily available aldehyde-derived N,N-dialkyl hydrazones and functionalized polyhalomethane derivatives. The process is believed to follow copper-catalyzed cascade C(sp2)-H haloalkylation/C(sp3)-H cyclization/aromatization reaction sequences.

A one-pot process for the regioselective synthesis of 1,3,4-trisubstituted-1H-pyrazoles

This Letter reports a facile and regioselective one-pot synthesis of 1,3,4-trisubstituted-1H-pyrazoles. It comprises a three-step telescoped sequence, which has been utilised in the production of a variety of differentially substituted pyrazoles.