55401-97-3

Usage

Uses

Used in Pharmaceutical Research and Development:
2-(Bromomethyl)pyridine is used as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals, contributing to the creation of novel therapeutic agents and pesticides.
Used in Organic Synthesis:
As a building block, 2-(Bromomethyl)pyridine is employed in the production of complex organic molecules, facilitating the assembly of intricate chemical structures for a range of applications in the chemical industry.
Used in Medicinal Chemistry:
2-(Bromomethyl)pyridine is utilized as a component in the design and synthesis of new drugs, playing a crucial role in advancing the field of medicinal chemistry by enabling the development of innovative pharmaceutical compounds.
Used in Material Chemistry:
2-(Bromomethyl)pyridine is also applied in material chemistry, where it serves as a precursor for the synthesis of new materials with specific properties, such as those used in coatings, adhesives, or other industrial applications.

Upstream product

• 109-06-8 α-picoline 
• 586-98-1 2-Hydroxymethylpyridine 
• 98-98-6 2-Picolinic acid 
• 31106-82-8 2-(bromomethyl)pyridine hydrobromide 
• 421552-94-5 2-(bromomethyl)pyridine hydrochloride 

Downstream Products

• 137619-02-4 (1-{[1-Phenyl-meth-(E)-ylidene]-amino}-2-pyridin-2-yl-ethyl)-phosphonic acid diethyl ester 
• 102670-82-6 4-Amino-5-chloro-N-(2-diethylamino-ethyl)-2-(pyridin-2-ylmethoxy)-benzamide 
• 73870-22-1 triphenyl(pyridine-2-ylmethyl)phosphonium bromide 
• 109929-59-1 2-Phenyl-2-pyrazin-2-yl-3-pyridin-2-yl-propionitrile 
• 170844-67-4 3-pyridin-2-ylmethyl-piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-ethyl ester 
• 295338-50-0 1-mesityl-3-(pyridin-2-ylmethyl)-1H-imidazol-3-ium bromide 
• 330455-92-0 1-(2,6-diisopropylphenyl)-3-(pyridin-2-ylmethyl)-1H-imidazol-3-ium bromide 
• 610315-41-8 2-(2-nitro-phenyl)-2-pyridin-2-ylmethyl-malonic acid dimethyl ester 
• 41661-56-7 1-(2-pyridinylmethyl)-piperidin-4-one 
• 488799-65-1 2-((3-bromophenoxy)methyl)pyridine 
• 758706-48-8 5-Nitro-2-[4-(pyridin-2-ylmethoxy)-phenoxy]-pyridine 
• 684284-95-5 C₂₆H₂₀FN₃O₅ 
• 781650-45-1 tert-butyl ((3R,6S)-(6-(2,3-difluorophenyl)-2-oxo-1-(pyridin-2-ylmethyl)azepan-3-yl))carbamate 
• 852314-54-6 C₁₇H₂₀N₂O₃ 

Relevant academic research and scientific papers

Room-temperature Pd-catalyzed methoxycarbonylation of terminal alkynes with high branched selectivity enabled by bisphosphine-picolinamide ligand

We report the room-temperature Pd-catalyzed methoxy-carbonylation with high branched selectivity using a new class of bisphosphine-picolinamide ligands. Systematic optimization of ligand structures and reaction conditions revealed the significance of both

The total synthesis of (-) -strempeliopine: Via palladium-catalyzed decarboxylative asymmetric allylic alkylation

In the work reported herein, the concise and enantioselective total synthesis of the Schizozygine alkaloid (-)-strempeliopine was developed. This synthetic strategy featured the palladium-catalyzed decarboxylative asymmetric allylic alkylation of N-benzoy

OX2R COMPOUNDS

Methods and compositions for agonizing a type-2 orexin receptor (OX2R) in a cell determined to be in need thereof, including the general method of (a) administering to a subject a cyclic guanidinyl OX2R agonist and (b) detecting a resultant enhanced wakefulness or increased resistance to diet-induced accumulation of body fat, or abbreviated recovery from general anesthesia or jet lag.

TBAB-Catalyzed Csp3–N Bond Formation by Coupling Pyridotriazoles with Anilines: A New Route to (2-Pyridyl)alkylamines

A new metal-free procedure allowing Csp3–N bond formation through coupling of pyridotriazoles and weakly nucleophilic anilines has been developed. This sustainable reaction shows high tolerance towards functional groups (ketones, free alcohols) leading to 2-picolylamine derivatives. The key to our success is the use of a catalytic amount of TBAB and water as a co-solvent leading to the formation of pyridylalkylamine derivatives. As this coupling tolerates the presence of Csp2–Br bond on both partners of the reaction, we performed a sequential one-pot reaction between functionalized triazolopyridines and anilines followed by a second coupling with N-tosylhydrazones leading to the formation of Csp3–N and Csp2–Csp2 bonds.

Synthesis method of 2-methoxy methylpyridine

The invention relates to the field of organic chemistry and particularly relates to a synthesis method of 2-methoxy methylpyridine. The method comprises the following steps of (1) adopting 2-methylpyridine as a raw material and obtaining 2-bromo-methylpyridine through bromination reaction; (2) reacting the 2-bromo-methylpyridine and trimethylamine to obtain (2-pyridine methyl) trimethyl ammonium bromide; and (3) dissolving the (2-pyridine methyl) trimethyl ammonium bromide into methanol, adding sodium methoxide and carrying out heating refluxing under nitrogen for 1h to obtain the 2-methoxy methylpyridine. After adopting the synthesis method, the 2-methylpyridine is taken as the raw material, the 2-bromo-methylpyridine is obtained through bromination reaction, and the (2-pyridine methyl) trimethyl ammonium bromide is obtained through trimethylamine reaction and finally reacts with the sodium methoxide to obtain the 2-methoxy methylpyridine. The synthesis method is high in total yield, cheap in raw material, short in reaction time, mild in condition and simple in technological operation.

Regioselectivity in free radical bromination of unsymmetrical dimethylated pyridines

During a literature review some curious inconsistencies in the free radical bromination of picolines were noted. To achieve a better understanding of the mechanisms and regioselectivity we reran these reactions, extending our work to unsymmetrical lutidin

Synthesis and properties of new (Phosphinoylmethyl)pyridine N-oxides

Syntheses for 2-[1-(diarylphosphinoyl)-1-(pyridin-2-yl)methyl]pyridines, (8a, b), and 2-[1-(diarylphosphinoyl)-1, 1-bis(methylpyridin-2yl)methyl] pyridines, (11a, b), (Ar = C6H5 and 2-CF3C 6H4), based on substitution of 2-methylpyridine fragments onto the exo methylene carbon atom of 2-[(diaryl)phosphinoylmethyl]pyridine platforms, are described. N-oxidations of 8a, b and 11a, b produced the 2-[1-(diarylphosphinoyl)-1-(1-oxy-pyridin-2yl)methyl]pyridine N-oxides (5a, b) and the 2-[1-(diarylphosphinoyl)-1, 1-bis(1-oxy-methylpyridin-2-yl)methyl] pyridines (6a, b), respectively. The short-arm pyridine fragment of 11a, b resists N-oxidation, and the fully oxidized molecules, 2-[1-(diarylphosphinoyl)-1, 1-bis(1-oxy-methylpyridin-2-yl)methyl]pyridine N-oxides (7a, b) were not isolated. Molecular mechanics calculations for gas phase 1:1 ligand/lanthanide complexes indicated that 5a should accommodate a tridentate NO(meNO)PO coordination mode with minimal steric strain. In contrast, 7a cannot form tetradentate NO(meNO)2PO chelates; however, tridentate binding should be accessible with minimal ligand strain. Coordination complexes of 8a, b, 5a, b, 6a, b and 11a, b with Ln(NO3)3 salts were isolated and a X-ray crystal structure for [Er(8a)(NO 3)3(MeOH)2]·CH2Cl 2, revealed a monodentate Er-O=P interaction. On the other hand, complexes formed by a more symmetrical trifunctional phenylphosphino-bis-2- methylpyridine N, N, P-trioxide ligand, (meNO)2PO*, {La[(meNO)2PO*)](OTf)2(MeOH)3(H 2O)+}(OTf-) and {Pr[(meNO)2PO* )](OTf)(MeOH)4+}(OTf-)2, realized a tridentate coordination mode. Solvent extraction behaviors for EuIII and AmIII in nitric acid solutions using 5a, b, 6a, b, Ph 3PO and the parent bifunctional ligand 2-[(diphenylphosphanyl)methyl] pyridine N, P-dioxide (3a) in 1, 2-dichloroethane were assessed, and 5a, b and 6a, b were found to behave more like Ph3PO than 3a. Copyright

Synthesis and characterization of 3-(pyridin-2-ylmethyl)pentane-2,4-dione

A new compound, 3-(pyridin-2-ylmethyl)-pentane-2,4-dione was synthesized successfully and characterized by 1H NMR, IR, MS and elemental analysis.

Atropoisomeric (P,N) ligands for the highly enantioselective Pd-catalyzed intramolecular asymmetric α-arylation of α-branched aldehydes

Three-in-one: A short synthetic route readily gives access to a new class of chiral (P,N) ligands characterized by three distinct elements of chirality. These ligands are highly enantioselective in the challenging Pd-catalyzed intramolecular asymmetric α-

Synthesis of benzyl bromides with hexabromoacetone: An alternative path to drug intermediates

A series of benzyl bromides were efficiently prepared from the corresponding alcohols with Br3CCOCBr3/PPh3 at low temperatures and under neutral conditions. The present protocol was applied to the heterocyclic analogues and to the successful synthesis of the precursor of the antiulcer drug omeprazole, thus furnishing an alternate, mild method for the preparation of these drug intermediates. A significant steric factor was observed throughout both series supporting a SN2 mechanism.