33674-96-3

Usage

Uses

Used in Pharmaceutical Industry:
2-Bromo-6-pyridinemethanol is used as an active pharmaceutical ingredient for the preparation of 2,6-diaminopyridine compounds. These compounds are utilized in treating diseases associated with amyloid or amyloid-like proteins, particularly ocular diseases. Its application in this context is due to its ability to target and potentially alleviate the effects of these protein aggregates, which are known to cause various health issues.
Additionally, 2-Bromo-6-pyridinemethanol is used as a pharmaceutical adjuvant, which means it is employed to enhance the effectiveness of other drugs or to improve the overall properties of pharmaceutical formulations. Its role as an adjuvant is attributed to its chemical properties that allow it to interact with other compounds and improve their stability, solubility, or bioavailability.

InChI:InChI=1/C6H6BrNO/c7-6-3-1-2-5(4-9)8-6/h1-3,9H,4H2

Upstream product

• 626-05-1 2,6-Dibromopyridine 
• 68-12-2 N,N-dimethyl-formamide 
• 21190-87-4 6-bromo-pyridine-2-carboxylic acid 
• 26218-75-7 methyl 6-Bromopicolinate 
• 34160-40-2 6-bromo-2-pyridinecarbaldehyde 
• 557-20-0 diethylzinc 
• 21190-88-5 6-bromopyridine-2-carboxylic acid ethyl ester 
• 147133-46-8 6-bromopyridin-2-ylmethyl acetate 
• 624-28-2 2,5-dibromopyridine 
• 118-93-4 o-hydroxyacetophenone 
• 67-56-1 methanol 
• 55369-05-6 N-methoxy-2-methylpyridinium methosulphate 
• 91668-84-7 2-bromo-6-methylpyridine N-oxide 
• 1824-81-3 2-Amino-6-methylpyridine 

Downstream Products

• 34160-40-2 6-bromo-2-pyridinecarbaldehyde 
• 868372-49-0 2-hydroxymethyl-6-mesityl-pyridine 
• 83004-10-8 2-bromo-6-bromomethylpyridine 
• 74065-63-7 6,6′-bis(hydroxymethyl)-2,2′-bipyridine 
• 399031-20-0 C₆H₄(CCC₅H₃N(CH₂OCH(CH₃)2))2 
• 845658-76-6 (6-ethynylpyridin-2-yl)methanol 
• 727356-19-6 2-bromo-6-(chloromethyl)pyridine 
• 1048027-81-1 1-(6-bromopyridin-2-yl)-2-methyl-4-phenylbut-3-yn-1-ol 
• 1126367-63-2 2-bromo-6-(((4-methylphenyl)sulfonyl)oxy)methylpyridine 
• 155269-60-6 (6-ethenylpyridin-2-yl)methanol 
• 1228700-41-1 2-bromo-6-((3-cyclohexylpropoxy)methyl)pyridine 
• 1258169-40-2 C₆H₄(CCC₅H₃NCH₂OH)2 
• 1301168-17-1 5-bromo-2-[4-[1-(2-fluoroethyl)-4-(4-pyridinyl)-1H-pyrazol-3-yl]phenoxymethyl]pyridine 
• 1301168-18-2 6-[4-[1-(2-fluoroethyl)-4-(4-pyridinyl)-1H-pyrazol-3-yl]phenoxymethyl]-3-pyridinecarbonitrile 

Relevant academic research and scientific papers

Reversible constitutional switching between macrocycles and polymers induced by shape change in a dynamic covalent system

We report here the development of morphological switches as a new tool that can be used in constitutional dynamic chemistry (CDC) to control the constitution of the whole dynamic system. Molecules that have well-defined but switchable shapes were designed and synthesized. Their restrained conformational states were characterized both in the solid and in solution. The addition of metal ions induces a shape change through coordination; the shape generated was also fully investigated both in the solid and in solution. Such molecules constitute morphological switches, meaning that they can explore various shape states as a result of controlled well-defined shape changes triggered by an effector. These morphological switches were then integrated into covalent dynamic systems through formation of reversible imine bonds. Thermodynamic and kinetic analyses were performed in order to quantify the covalent equilibrium and to investigate the labile character of the covalent reversible link. It was then demonstrated that the molecular shape state of the morphological switches induces a well-defined constitution through covalent self-assembly, and that the system can be steered, quantitatively and reversibly without significant fatigue, between two different constitutional states, respectively, polymeric and macrocyclic assemblies. The dynamic covalent polymeric assemblies were analysed by DOSY NMR and small angle neutrons scattering (SANS). Their dynamic behaviour as a function of the concentration and the temperature was demonstrated and characterized. The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.

Side Arm Effects on Cation Binding, Extraction, and Transport Functions of Oligopyridine-Functionalized Aza-Crown Ethers

A new series of lariat ethers and double-armed crown ethers was prepared in which oligopyridine-functionalized side arms were attached as secondary donor sites.A novel preparative method of oligopyridine derivatives was successfully applied to the synthes

Two new ligands for carbonic anhydrase mimicry

The syntheses of tris(2-nicotinic acid)methanol methyl ether 5 and tris(2-picolinic acid)methanol methyl ether 6, two tridentate ligands designed to also act as scaffolds for constructing chiral environments around their metal binding sites, is described. Improved yields for the essential lithiation-alkylation reactions that generate the trispyridyl core of these types of ligands are reported.

Bimetallic Bis-NHC-Ir(III) Complex Bearing 2-Arylbenzo[d]oxazolyl Ligand: Synthesis, Catalysis, and Bimetallic Effects

Herein, an unprecedented bimetallic bis-NHC Cp*Ir complex 1 bearing 2-arylbenzo[d]oxazolyl and NHC ligands is reported. A significant increase in activity was observed for N-methylation of amines and reduction of aldehydes with MeOH catalyzed by 1 compared to the monometallic analogues (2-11). Under the optimal conditions, it showed to be highly effective in N-methylation of nitroarenes with MeOH as both C1 and H2 source. Substrates, including aromatic amines, ketones, and nitro compounds with various functional groups, can be well-tolerated. Mechanistic studies and DFT calculation highlight the significance of bimetallic centers cooperativity.

Photochemical C-H Silylation and Hydroxymethylation of Pyridines and Related Structures: Synthetic Scope and Mechanisms

Considering the synthetic relevance of heteroarenes in various areas ranging from organic synthesis to medicinal chemistry, developing practically simple methodologies to access functionalized heteroarenes is of a significant value. Described herein is an efficient approach for C-H silylation and hydroxymethylation of pyridines and related heterocycles by the combination of silanes or methanol with readily available N-methoxypyridinium ions with a low catalyst loading (2 mol %) under blue light irradiation. The synthetic importance of the developed reactions is demonstrated by the synthesis of biologically relevant compounds. Electron paramagnetic resonance spectroscopy, quantum yield measurements, and density-functional theory calculations allowed us to understand reaction mechanisms of both photocatalytic reactions.

Homogeneous Hydrogenation with a Cobalt/Tetraphosphine Catalyst: A Superior Hydride Donor for Polar Double Bonds and N-Heteroarenes

The development of catalysts based on earth abundant metals in place of noble metals is becoming a central topic of catalysis. We herein report a cobalt/tetraphosphine complex-catalyzed homogeneous hydrogenation of polar unsaturated compounds using an air- and moisture-stable and scalable precatalyst. By activation with potassium hydroxide, this cobalt system shows both high efficiency (up to 24 000 TON and 12 000 h-1 TOF) and excellent chemoselectivities with various aldehydes, ketones, imines, and even N-heteroarenes. The preference for 1,2-reduction over 1,4-reduction makes this method an efficient way to prepare allylic alcohols and amines. Meanwhile, efficient hydrogenation of the challenging N-heteroarenes is also furnished with excellent functional group tolerance. Mechanistic studies and control experiments demonstrated that a CoIH complex functions as a strong hydride donor in the catalytic cycle. Each cobalt intermediate on the catalytic cycle was characterized, and a plausible outer-sphere mechanism was proposed. Noteworthy, external inorganic base plays multiple roles in this reaction and functions in almost every step of the catalytic cycle.

Hemilabile Benzyl Ether Enables Γ-C(sp3)-H Carbonylation and Olefination of Alcohols

Pd-catalyzed C(sp3)-H activation of alcohol typically shows β-selectivity due to the required distance between the chelating atom in the attached directing group and the targeted C-H bonds. Herein we report the design of a hemilabile directing group which exploits the chelation of a readily removable benzyl ether moiety to direct Γ- or δ-C-H carbonylation and olefination of alcohols. The utility of this approach is also demonstrated in the late-stage C-H functionalization of β-estradiol to rapidly prepare desired analogues that required multi-step syntheses with classical methods.

Hemilabile Benzyl Ether Enables γ-C(sp3)-H Carbonylation and Olefination of Alcohols

Pd-catalyzed C(sp3)-H activation of alcohol typically shows β-selectivity due to the required distance between the chelating atom in the attached directing group and the targeted C-H bonds. Herein we report the design of a hemilabile directing group which exploits the chelation of a readily removable benzyl ether moiety to direct γ- or δ-C-H carbonylation and olefination of alcohols. The utility of this approach is also demonstrated in the late-stage C-H functionalization of β-estradiol to rapidly prepare desired analogues that required multi-step syntheses with classical methods.

Methanol as hydrogen source: Transfer hydrogenation of aromatic aldehydes with a rhodacycle

A cyclometalated rhodium complex has been shown to perform highly selective and efficient reduction of aldehydes, deriving the hydrogen from methanol. With methanol as both the solvent and hydrogen donor under mild conditions and an open atmosphere, a wide range of aromatic aldehydes were reduced to the corresponding alcohols, without affecting other functional groups.

BIARYL DERIVATIVE AS GPR120 AGONIST

The present invention relates to a biaryl derivative expressed by the chemical formula 1, a method for producing the biaryl derivative, a pharmaceutical composition comprising same, and use of same, the biaryl derivative expressed by the chemical formula 1, as a GPR120 agonist, promoting GLP-1 generation in the gastro-intestinal tract, reducing insulin resistance in the liver, muscles and the like from anti-inflammatory activity in the macrophage, pancreatic cells and the like, and allowing effective use in prevention or treatment of inflammation or metabolic diseases such as diabetes, complications from diabetes, obesity, non-alcoholic fatty liver disease, fatty liver disease, and osteoporosis.