440652-32-4

Usage

Chemical class

Piperazine derivative with a boronic ester functional group.

Molecular structure

Consists of a piperazine ring with a methyl group at the 1-position and a phenyl ring attached at the 4-position through a methylene bridge, which is connected to a 1,3,2-dioxaborolan-2-yl group.

Usage

Employed in the fields of chemistry and pharmaceuticals.

Potential applications

Medicinal chemistry, drug development, and design of new drugs for various diseases and conditions.

Value in synthesis

A valuable building block for creating new chemical entities with potential pharmacological activity.

Boronic ester moiety

Utilizable in the development of novel chemical reactions and catalytic processes in organic synthesis.

Versatility

Applicable in both academic research and industrial settings.

Upstream product

• 109-01-3 1-methyl-piperazine 
• 100-39-0 benzyl bromide 

Relevant academic research and scientific papers

Ir-Catalyzed Ligand-Free Directed C-H Borylation of Arenes and Pharmaceuticals: Detailed Mechanistic Understanding

An efficient method for Ir-catalyzed ligand free ortho borylation of arenes (such as, 2-phenoxypyridines, 2-anilinopyridines, benzylamines, benzylpiperazines, benzylmorpholines, benzylpyrrolidine, benzylpiperidines, benzylazepanes, α-amino acid derivatives, aminophenylethane derivatives, and other important scaffolds) and pharmaceuticals has been developed. The reaction underwent via an interesting mechanistic pathway, as revealed by the detailed mechanistic investigations by using kinetic isotope studies and DFT calculations. The catalytic cycle is found to involve the intermediacy of an Ir-boryl complex where the substrate C-H activation is the turnover determining step, intriguingly without any appreciable primary KIE. The method displays a broad range of substrate scope and functional group tolerance. Numerous late-stage borylation of various important molecules and drugs were achieved using this developed strategy. The borylated compounds were further converted into more valuable functionalities. Moreover, utilizing the benefit of the B-N intramolecular interaction of the mono borylated compounds, an operationally simple method has been developed for the selective diborylation of 2-phenoxypyridines and numerous functionalized arenes. Furthermore, the synthetic utility has been showcased with the removal of the pyridyl directing group from the borylated product to achieve ortho borylated phenol along with the ipso-borylation for the preparation of 1,2-diborylated benzene.

SPIRO-OXAZOLIDINONE COMPOUNDS AND THEIR USE AS METABOTROPIC GLUTAMATE RECEPTOR POTENTIATORS

Compounds in accord with Formula (I): wherein R1, L, A, B, D, E, m, n, x and y are as defined in the description, processes for the preparation of such compounds and to new intermediates employed in the preparation thereof, pharmaceutical compositions containing such compounds, and the use of such compounds in therapy and for the treatment of diseases mentioned in the specification.