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

Uses

ethyl 5-(difluoromethyl)-1H-pyrazole-4-carboxylate (cas# 151733-96-9) is a useful research chemical.

Upstream product

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

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.

Preparation method of 3-fluoroalkyl-1H-pyrazole-4-formic ester

The invention provides a preparation method of 3-fluoroalkyl-1H-pyrazole-4-formic ester. Compared with the prior art, the preparation method comprises the steps of mixing 3-nitro acrylate shown in the formula (I), a fluoroalkyl diazo compound shown in the formula (II), a catalyst, an alkali compound in an organic solvent, and reacting to obtain the 3-fluoroalkyl-1H-pyrazole-4-formic ester shown in the formula (III). The preparation method provided by the invention is simple in operating steps, mild in reaction condition, high in yield, good in universality of a substrate, and meanwhile a product has higher purity.