54231-38-8

Usage

Uses

Used in Medicinal Chemistry:
3-BROMO-2-(4-MORPHOLINO)PYRIDINE is used as a key intermediate in the synthesis of potential drug candidates, particularly those targeting specific biological pathways. Its unique structure allows for the development of molecules with enhanced pharmacological properties, contributing to the advancement of novel therapeutic agents.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 3-BROMO-2-(4-MORPHOLINO)PYRIDINE is utilized as a starting material for the design and synthesis of new compounds with potential therapeutic applications. Its versatility and reactivity make it an important chemical in the discovery and development of innovative drugs.
Used in Drug Synthesis:
3-BROMO-2-(4-MORPHOLINO)PYRIDINE is employed as a building block in the synthesis of bioactive molecules, enabling the creation of diverse chemical libraries for screening and optimization. Its presence in these molecules can lead to improved pharmacokinetic and pharmacodynamic properties, ultimately resulting in more effective treatments for various diseases and conditions.

Upstream product

• 110-91-8 morpholine 
• 54231-33-3 3-bromo-2-nitropyridine 
• 52200-48-3 3-bromo-2-chloropyridine 
• 626-55-1 3-Bromopyridine 
• 5765-65-1 4-(benzoyloxy)morpholine 

Relevant academic research and scientific papers

Developing backbone-modified Mor-DalPhos ligand variants for use in palladium-catalyzed C-N and C-C cross-coupling

The present contribution describes the systematic structural diversification of the ?°2-P,N DalPhos ligand family in an effort to improve catalytic efficiency in the monoarylation of ammonia and acetone. The study is focused primarily on modifying the backbone phenylene linker, while retaining the same bite angle and steric bulk as the Mor-DalPhos ligand through the use of P(1-Ad)2 and morpholine donors. Eight new variants of Mor-DalPhos were prepared; two of these feature a pyridine linker (L1, L2), and five others feature either electron-donating (L3, L4) or electron-withdrawing (L5-L7) substituents on the phenylene linker. Additionally, thiomorpholino substitution (L8) was performed to investigate the effects of a possible tridentate coordination mode. Precatalyst complexes of the general formula LPd(cinnamyl)Cl were prepared and characterized in both solution and solid state. Solution studies demonstrated a significant degree of lability in the Pd-N bond, whereby dynamic behavior is seen to be dependent on the nature of the ligand backbone. The utility of these new ligands in the palladium-catalyzed monoarylation of ammonia or acetone was then surveyed. Notably, pyridine-derived ligand variants (L1, L2) were observed to out-perform parent Mor-DalPhos in the latter transformations.

Copper-catalyzed electrophilic amination of heteroarenes and arenes by C-H zincation

Direct amination of heteroarenes and arenes has been achieved in a one-pot C-H zincation/copper-catalyzed electrophilic amination procedure. This amination method provides an efficient and rapid approach to access a diverse range of heteroaromatic and aromatic amines including those previously inaccessible using C-H amination methods. The mild reaction conditions and good functional-group compatibility demonstrate its great potential for the synthesis of important and complex amines. Direct amination of heteroarenes and arenes has been achieved in a one-pot zincation/Cu(OAc)2-catalyzed amination sequence using O-acylhydroxylamines. The method provides a rapid and efficient approach to a range of aromatic and heteroaromatic amines, including those which were previously inaccessible by using C-H amination methods. tmp=2,2,6,6- tetramethylpiperidide.

Synthesis of azaphenanthridines via anionic ring closure

A new and convergent synthesis of azaphenanthridines via an anionic ring closure is reported. Ortho-lithiation/in situ borylation of cyanopyridines produces the corresponding cyanopyridylboronic esters, which undergo a Suzuki-Miyaura cross-coupling to giv