151733-96-9

Basic information

• Product Name: ETHYL 3-(DIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLATE
• Synonyms: ETHYL 3-(DIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLATE
• CAS NO: 151733-96-9
• Molecular Formula: C₇H₈F₂N₂O₂
• Molecular Weight: 190.1474264
• Mol File: 151733-96-9.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 328.3±42.0 °C(Predicted)
• Appearance: /
• Density: 1.326±0.06 g/cm3(Predicted)
• PKA: 9.38±0.50(Predicted)
• CAS DataBase Reference: ETHYL 3-(DIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 3-(DIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLATE(151733-96-9)
• EPA Substance Registry System: ETHYL 3-(DIFLUOROMETHYL)-1H-PYRAZOLE-4-CARBOXYLATE(151733-96-9)

Safety Data

• Hazardous Substances Data: 151733-96-9(Hazardous Substances Data)

Usage

Description

Ethyl 3-(difluoromethyl)-1H-pyrazole-4-carboxylate is an organic compound with the chemical formula C7H6F2N2O2. It is a derivative of pyrazole, a five-membered heterocyclic compound, featuring a difluoromethyl group at the 3rd position and an ester functional group at the 4th position. ethyl 3-(difluoromethyl)-1H-pyrazole-4-carboxylate is known for its potential applications in various fields, particularly as a research chemical.

Uses

Used in Pharmaceutical Research:
Ethyl 3-(difluoromethyl)-1H-pyrazole-4-carboxylate is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a valuable building block for the development of new drugs with potential therapeutic applications.
Used in Chemical Research:
As a research chemical, ethyl 3-(difluoromethyl)-1H-pyrazole-4-carboxylate is employed in the study of chemical reactions and mechanisms. Its reactivity and stability can provide insights into the behavior of similar compounds and contribute to the advancement of chemical knowledge.
Used in Material Science:
The compound may also find applications in the field of material science, where its properties can be exploited to develop new materials with specific characteristics, such as improved stability or enhanced performance in certain conditions.
Used in Agrochemicals:
Ethyl 3-(difluoromethyl)-1H-pyrazole-4-carboxylate could be utilized in the development of agrochemicals, such as pesticides or herbicides, due to its potential biological activity and ability to interact with target organisms.

Upstream product

• 16205-84-8 ethyl 3-(trimethylsilyl)propynoate 
• 352-24-9 ethyl 4,4-difluoro-3-oxobutyrate 
• 5941-50-4 ethyl β-nitroacrylate 
• 176969-33-8 (E/Z)-ethyl 2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoate 
• 1086400-66-9 (Z)-2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoic acid ethyl ester 

Downstream Products

• 141573-95-7 ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate 
• 1373886-86-2 C₁₂H₁₀F₃N₃O 
• 581809-46-3 bixafen 

Relevant articles and documents

ASK1 INHIBITING AGENTS

Provided are compounds of Formula (I): Formula (I), including compounds of Formulas (II), (III), (IV), (V) and (VI), wherein X, R1, R2, R3, R4 and n are as defined herein,and pharmaceutically acceptable salts thereof, and methods for their use and production. These compounds can be useful, e.g., in the treatment of disorders responsive to the inhibition of apoptosis signal-regulating kinase 1 (ASK1).

Synthesis of Celecoxib, Mavacoxib, SC-560, Fluxapyroxad, and Bixafen Enabled by Continuous Flow Reaction Modules

Multi-step continuous flow synthesis enables a parallel approach to obtain agrochemicals and pharmaceuticals containing 3-fluoroalkyl pyrazole cores. In this system, fluorinated amines are transformed into pyrazole cores through a telescoped in situ generation and consumption of diazoalkanes. Once synthesized, additional continuous flow and batch reactions add complexity to the pyrazole core via C–N arylation and methylation, TMS cleavage, and amidation. Using this modular assembly line approach, Bixafen and Fluxapyroxad were synthesized in 38 % yield over four continuous flow steps in an overall reaction time of 56 min. Finally, coupling selected continuous flow processes with an offline (batch) Ullmann coupling afforded Celecoxib, Mavacoxib, and SC-560 in 33–54 % yield over two to three steps.

Synthesis method for 3-difluromethylation-1-methyl-1H-pyrazol-4-carboxylic acid ethyl ester

The invention relates to a synthesis method for a compound, in particular to a synthesis method for 3-difluromethylation-1-methyl-1H-pyrazol-4-carboxylic acid ethyl ester. The method comprises the steps that a water bath reaction is performed by taking 2-ethyoxyl methylene-4,4-difluoro acetoacetic ether and hydrazine hydrate as raw materials to prepare 3-difluromethylation-1H-pyrazol-4-carboxylic acid ethyl ester, the 3-difluromethylation-1H-pyrrole-4-carboxylic acid ethyl ester and dimethyl carbonate are subjected to an oil bath reaction, extraction is performed through methylbenzene, and then the 3-difluromethylation-1-methyl-1H-pyrazol-4-carboxylic acid ethyl ester is prepared. The method is mild in reaction condition and high in yield.