1099598-09-0

Basic information

• Product Name: 3-(2,2,2-TRIFLUOROETHYL)PYRIDINE
• Synonyms: 3-(2,2,2-TRIFLUOROETHYL)PYRIDINE
• CAS NO: 1099598-09-0
• Molecular Formula: C7H6F3N
• Molecular Weight: 161.1244496
• Mol File: 1099598-09-0.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(2,2,2-TRIFLUOROETHYL)PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2,2,2-TRIFLUOROETHYL)PYRIDINE(1099598-09-0)
• EPA Substance Registry System: 3-(2,2,2-TRIFLUOROETHYL)PYRIDINE(1099598-09-0)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 1099598-09-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(2,2,2-TRIFLUOROETHYL)PYRIDINE is used as an inhibitor of aldehyde dehydrogenases, particularly targeting ALDH1a3, for therapeutic purposes. Its ability to inhibit these enzymes can be leveraged in the development of treatments for various diseases and conditions, where modulation of aldehyde dehydrogenase activity is beneficial.

Upstream product

• 138624-99-4 2,2,2-trifluoro-1-(pyridin-3-yl)ethan-1-ol 
• 887144-94-7 Togni's reagent II 
• 26364-02-3 hydrazone of pyridine-3-carboxaldehyde 
• 500-22-1 3-pyridinecarboxaldehyde 
• 1895006-01-5 dimesityl(trifluoromethyl)sulfonium trifluoromethanesulfonate 
• 4916-55-6 3-(bromomethyl)pyridine hydrobromide 
• 887144-97-0 Togni's reagent 
• 6419-36-9 3-pyridineacetic acid hydrochloride 
• 353-83-3 1,1,1-trifluoro-2-iodoethane 
• 329214-79-1 3-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine 

Relevant articles and documents

Metal-Free Construction of the C(sp3)-CF3 Bond: Trifluoromethylation of Hydrazones with Togni's Reagent under Mild Conditions

A metal-free trifluoromethylation of hydrazones with Togni's reagent under mild conditions was developed. Various functional groups including ester, methoxy, dimethoxy, nitro, halogen, and heterocyclic compounds were tolerated. This simple and green strategy provides a practical tool to construct C(sp3)-CF3 bonds.

HETEROCYCLIC COMPOUNDS AND USES THEREOF

Provided herein are novel heterocyclic compounds, for example, compounds having Formula I, I-P, II, lI-P, or III. Also provided herein are pharmaceutical compositions comprising the compounds and methods of using the same, for example, in inhibiting aldehyde dehydrogenases and/or for treating various cancers, cancer metastasis, type 2 diabetes, pulmonary arterial hypertension (PAH) or neointimal hyperplasia (NIH).

Denitrogenative Hydrotrifluoromethylation of Benzaldehyde Hydrazones: Synthesis of (2,2,2-Trifluoroethyl)arenes

Reacting hydrazones of arylaldehydes with Togni's CF3-benziodoxolone reagent, in the presence of potassium hydroxide and cesium fluoride, induces a denitrogenative hydrotrifluoromethylation event to produce (2,2,2-trifluoroethyl)arenes. This novel reaction was tolerant to many electronically-diverse functional groups and substitution patterns, as well as naphthyl- and heteroaryl-derived substrates. Advantages of this process include the easy access to hydrazone precursors on a large scale, speed and operational simplicity, and being transition metal-free.

Copper-Catalyzed Trifluoromethylation of Alkyl Bromides

Copper oxidative addition into organohalides is a challenging two-electron process. In contrast, formal oxidative addition of copper to C sp2 carbon-bromine bonds can be accomplished by employing latent silyl radicals under photoredox conditions. This novel paradigm for copper oxidative addition has now been applied to a Cu-catalyzed cross-coupling of C sp3-bromides. Specifically, a copper/photoredox dual catalytic system for the coupling of alkyl bromides with trifluoromethyl groups is presented. This operationally simple and robust protocol successfully converts a variety of alkyl, allyl, benzyl, and heterobenzyl bromides into the corresponding alkyl trifluoromethanes.

Decarboxylative Trifluoromethylation of Aliphatic Carboxylic Acids

Herein we disclose an efficient method for the conversion of carboxylic acids to trifluoromethyl groups via the combination of photoredox and copper catalysis. This transformation tolerates a wide range of functionality including heterocycles, olefins, al

The palladium-catalyzed cross-coupling reactions of trifluoroethyl iodide with aryl and heteroaryl boronic acid esters

The cross-coupling reactions of 1,1,1-trifluoro-2-iodoethane with aryl and heteroaryl boronic acid esters have been successfully achieved. The new protocol allows for a convenient introduction of trifluoroethyl groups into a variety of aryl and heteroaryl moieties under mild conditions.