142623-90-3

Basic information

• Product Name: 3-(4-CHLOROPHENYL)-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE
• Synonyms: 3-(4-CHLOROPHENYL)-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE;SALOR-INT L233048-1EA
• CAS NO: 142623-90-3
• Molecular Formula: C₁₀H₆ClF₃N₂
• Molecular Weight: 246.62
• Mol File: 142623-90-3.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 362.7±42.0 °C(Predicted)
• Appearance: /
• Density: 1.436±0.06 g/cm3(Predicted)
• PKA: 9.36±0.10(Predicted)
• CAS DataBase Reference: 3-(4-CHLOROPHENYL)-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-CHLOROPHENYL)-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE(142623-90-3)
• EPA Substance Registry System: 3-(4-CHLOROPHENYL)-5-(TRIFLUOROMETHYL)-1H-PYRAZOLE(142623-90-3)

Safety Data

• Hazardous Substances Data: 142623-90-3(Hazardous Substances Data)

Upstream product

• 51144-19-5 (3-methyl-quinoxalin-2-yl)-hydrazine 
• 18931-60-7 1-(4-chlorophenyl)-4,4,4-trifluorobutane-1,3-dione 
• 204708-09-8 (E)-1,1,1-trifluoro-4-(4-chlorophenyl)but-3-en-2-one 
• 1514-82-5 2-bromo-3,3,3-trifluoropropene 
• 104-88-1 4-chlorobenzaldehyde 
• 873-73-4 4-n-chlorophenylacetylene 
• 2236129-81-8 trifluoroacetaldehyde N-triftosylhydrazone 
• 706-07-0 1-chloro-4-(2-nitrovinyl)benzene 
• 753-90-2 trifluoroethylamine 
• 99-91-2 para-chloroacetophenone 
• 331238-93-8 ADC₁₁₃ 
• 49748-65-4 p-AgCCC₆H₄Cl 
• 371-67-5 2,2,2-trifluorodiazoethane 

Downstream Products

• 188817-13-2 SC-560 
• 1290687-14-7 5-(4-chlorophenyl)-1H-pyrazole-3-carbonitrile 

Relevant articles and documents

Synthesis of trifluoromethylated pyrazolidines by [3 + 2] cycloaddition

A highly efficient [3 + 2] cycloaddition between trifluoromethylated N-acylhydrazones and nitroolefins in the presence of potassium hydroxide under phase transfer catalysis is developed to afford potentially bioactive trifluoromethylated pyrazolidines, which can be further transformed into trifluoromethylated pyrazoles in good yields.

Regioselective Synthesis of 3-Trifluoromethylpyrazole by Coupling of Aldehydes, Sulfonyl Hydrazides, and 2-Bromo-3,3,3-trifluoropropene

A general and practical strategy for 3-trifluoromethylpyrazole synthesis is reported that occurs by the three-component coupling of environmentally friendly and large-tonnage industrial feedstock 2-bromo-3,3,3-trifluoropropene (BTP), aldehydes, and sulfonyl hydrazides. This highly regioselective three-component reaction is metal-free, catalyst-free, and operationally simple and features mild conditions, a broad substrate scope, high yields, and valuable functional group tolerance. Remarkably, the reactions could be performed on a 100 mmol scale and smoothly afforded the key intermediates for the synthesis of celecoxib, mavacoxib, SC-560, and AS-136A. Preliminary mechanism studies indicated that a 1,3-hydrogen atom transfer process was involved in this transformation.

A Unified Continuous Flow Assembly-Line Synthesis of Highly Substituted Pyrazoles and Pyrazolines

A rapid and modular continuous flow synthesis of highly functionalized fluorinated pyrazoles and pyrazolines has been developed. Flowing fluorinated amines through sequential reactor coils mediates diazoalkane formation and [3+2] cycloaddition to generate more than 30 azoles in a telescoped fashion. Pyrazole cores are then sequentially modified through additional reactor modules performing N-alkylation and arylation, deprotection, and amidation to install broad molecular diversity in short order. Continuous flow synthesis enables the safe handling of diazoalkanes at elevated temperatures, and the use of aryl alkyne dipolarphiles under catalyst-free conditions. This assembly-line synthesis provides a flexible approach for the synthesis of agrochemicals and pharmaceuticals, as demonstrated by a four-step, telescoped synthesis of measles therapeutic, AS-136A, in a total residence time of 31.7 min (1.76 g h?1).