1206972-45-3

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-5-(trifluoromethoxy)pyridine is used as an intermediate in the synthesis of various pharmaceutical compounds for its unique properties and reactivity. The presence of the trifluoromethoxy group and the aryl chloride functionality allows for further chemical modifications and the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
2-Chloro-5-(trifluoromethoxy)pyridine is used as a building block in the development of agrochemicals, such as pesticides and herbicides. Its unique structure and reactivity enable the creation of new molecules with improved efficacy and selectivity in controlling pests and weeds, contributing to more sustainable agricultural practices.
Used in Chemical Research:
2-Chloro-5-(trifluoromethoxy)pyridine serves as a valuable research compound in the field of organic chemistry. Its unique structure and reactivity make it an interesting subject for studying reaction mechanisms, exploring new synthetic routes, and developing novel applications in various chemical processes.

Upstream product

• 1221171-73-8 2-chloro-5-(trichloromethoxy)pyridine 
• 1258190-69-0 S-methyl 2-chloropyridine-5-dithiocarbamate 
• 41288-96-4 6-chloropyridine-3-ol 

Downstream Products

• 1221171-77-2 2-chloro-5-(trifluoromethoxy)isonicotinic acid 
• 888327-36-4 2-bromo-5-(trifluoromethoxy)pyridine 
• 1361693-01-7 3-bromo-5-(trifluoromethoxy)pyridin-2-amine 

Relevant academic research and scientific papers

Sequential Xanthalation and O-Trifluoromethylation of Phenols: A Procedure for the Synthesis of Aryl Trifluoromethyl Ethers

Molecules containing trifluoromethoxyaryl groups are of interest in pharmaceutical, agrochemical, and materials science research, due to their unique physical and electronic properties. Many of the known methods to synthesize aryl trifluoromethyl ethers require harsh reagents and highly controlled reaction conditions and rarely occur when heteroaromatic units are present. The two-step O-trifluoromethylation of phenols via aryl xanthates is one such method that suffers from these drawbacks. Herein, we report a method for the synthesis of aryl trifluoromethyl ethers from phenols by the facile conversion of the phenol to the corresponding aryl and heteroaryl xanthates with newly synthesized imidazolium methylthiocarbonothioyl salts and conversion of these xanthates to the trifluoromethyl ethers under mild reaction conditions.

Iminothiadiazine Dioxide Compounds as BACE Inhibitors, Compositions and Their Use

In its many embodiments, the present invention provides certain iminothiadiazine dioxide compounds, including compounds Formula (I): and include stereoisomers thereof, and pharmaceutically acceptable salts of said compounds stereoisomers, wherein each of R1, R2, R3, R4, R5, R9, ring A, ring B, m, n, p, -L1-, -L2-, and -L3- is selected independently and as defined herein. The novel iminothiadiazine dioxide compounds of the invention have surprisingly been found to exhibit properties which are expected to render them advantageous as BACE inhibitors and/or for the treatment and prevention of various pathologies related to β-amyloid (“Aβ”) production. Pharmaceutical compositions comprising one or more such compounds (alone and in combination with one or more other active agents), and methods for their preparation and use in treating pathologies associated with amyloid beta (Aβ) protein, including Alzheimer's disease, are also disclosed.

A general approach to (trifluoromethoxy)pyridines: First X-ray structure determinations and quantum chemistry studies

The previously unknown 2-, 3-, and 4-(trifluoromethoxy)pyridines have now become readily accessible by means of an efficient and straightforward large-scale synthesis. Their regioselective functionalization by organometallic methods has been studied and has afforded new and highly important building blocks for life-sciences-oriented research. In addition, the first X-ray crystallographic structure determinations of (trifluoromethoxy)pyridines have been performed. Lowest-energy conformations of (trifluoromethoxy)pyridines and (trifluoromethoxy)pyridinium cations were determined by in silico studies. A general and efficient route to (trifluoromethoxy)pyridines is reported. Regioselective functionalization by organometallic methods afforded new and highly important building blocks for life-sciences-oriented research. The first X-ray crystallographic structure determinations of (trifluoromethoxy)pyridines have been performed and supported by in silico studies.

METHOD FOR THE PREPARATION OF FUNCTIONALIZED TRIHALOMETHOXY SUBSTITUTED PYRIDINES

The present invention pertains to a process for the preparation of functionalized trihalomethoxypyridines of formula (I) comprising reacting hydroxypyridines with thiophosgene in the presence of a base; reacting the obtained chlorothionoformiates with elemental chlorine and finally converting trichloromethoxy pyridines to trihalomethoxy pyridines using a fluoride source.