84199-57-5

Usage

Uses

Used in Pharmaceutical Synthesis:
1-(2-bromopyridin-3-yl)ethanol is used as a key intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into the molecular structures of various drugs. Its presence in these compounds can enhance their biological activity and therapeutic effects.
Used in Agrochemical Production:
In the agrochemical industry, 1-(2-bromopyridin-3-yl)ethanol is utilized as a precursor in the development of pesticides and other agricultural chemicals. Its chemical properties allow it to be a component in compounds that can protect crops from pests and diseases.
Used in Organic Chemistry Research:
1-(2-bromopyridin-3-yl)ethanol serves as a valuable reagent in organic chemistry research, where it is used to explore new reaction pathways and develop innovative synthetic methods. Its unique structure and reactivity make it a useful tool for creating new organic compounds.
It is crucial to handle 1-(2-bromopyridin-3-yl)ethanol with care, as it is classified as a potentially hazardous material. Its use should be confined to controlled laboratory settings, and appropriate safety measures must be strictly adhered to ensure the protection of researchers and the environment.

Upstream product

• 626-05-1 2,6-Dibromopyridine 
• 75-07-0 acetaldehyde 
• 128071-75-0 2-bromopyridine-3-carboxaldehyde 
• 109-04-6 2-bromo-pyridine 
• 676-58-4 methylmagnesium chloride 
• 84199-61-1 1-(2′-bromo-3′-pyridyl)ethan-1-one 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 1020104-87-3 N-[1-(2-methoxy-pyridin-3-yl)-ethyl]-N-(4-p-tolyloxy-phenyl)-methane-sulfonamide 
• 58531-32-1 3-ethylpiperidine hydrochloride 
• 1350845-41-8 1-(5-methyl-1,6-naphthyridin-7-yl)cyclohexanol 
• 1350845-24-7 7-(4-methoxyphenyl)-5-methyl-1,6-naphthyridine 
• 1350845-19-0 5-methyl-7-p-tolyl-1,6-naphthyridine 
• 1350844-61-9 1-(2-((1-hydroxycyclohexyl)ethynyl)pyridin-3-yl)ethanone 
• 1350844-43-7 1-(2-((3-(trifluoromethyl)phenyl)ethynyl)pyridin-3-yl)ethanone 
• 1350844-38-0 1-(2-((4-methoxyphenyl)ethynyl)pyridin-3-yl)ethanone 
• 1284294-04-7 1-(2-(p-tolylethynyl)pyridin-3-yl)ethanone 
• 84199-61-1 1-(2′-bromo-3′-pyridyl)ethan-1-one 

Relevant academic research and scientific papers

Phosphine- and water-promoted pentannulative aldol reaction

Herein, an efficient metal-free intramolecular aldol reaction for the synthesis of an unusual class of cyclopentanoids is described. The reaction of α-substituted dienones tethered with ketones in the presence of tributylphosphine and water provided aldols. The role of water was realised to be crucial for this transformation. Furthermore, isotopic labeling experiments provided vital information about the reaction mechanism.

Approach to 5-substituted 6,7,8,9-tetrahydro-5H-pyrido[3,2-c]azepines

An approach to 5-substituted 6,7,8,9-tetrahydro-5H-pyrido[3,2-c]azepines via the cyclization of 1-(2-(3-azidopropyl)pyridin-3-yl)alkanones under Staudinger–aza-Wittig reaction conditions is described. The overall reaction sequence includes eight steps and allows for the preparation of gram quantities of the title products. In some cases, the formation of 5,7,8,9-tetrahydrooxepino[4,3-b]pyridine derivatives was observed.

One-Pot Asymmetric Synthesis of Alkylidene 1-Alkylindan-1-ols Using Br?nsted Acid and Palladium Catalysis

A one-pot catalytic enantioselective allylboration/Mizoroki-Heck reaction of 2-bromoaryl ketones has been developed for the asymmetric synthesis of 3-methyleneindanes bearing a tertiary alcohol center. Br?nsted acid-catalyzed allylboration with a chiral BINOL derivative was followed by a palladium-catalyzed Mizoroki-Heck cyclization, resulting in selective formation of the exo-alkene. This novel protocol provides a concise and scalable approach to 1-alkyl-3-methyleneindan-1-ols in high enantiomeric ratios (up to 96:4 er). The potential of these compounds as chiral building blocks was demonstrated with efficient transformation to optically active diol and amino alcohol scaffolds.

Morita-Baylis-Hillman Reaction of β,β-Disubstituted Enones: An Enantioselective Organocatalytic Approach for the Synthesis of Cyclopenta[b]annulated Arenes and Heteroarenes

The first enantioselective organocatalytic intramolecular Morita-Baylis-Hillman (MBH) reaction of sterically highly demanding β,β-disubstituted enones is presented. The MBH reaction of β,β-disubstituted-α,β-unsaturated electron-withdrawing systems was previously considered to be unfeasible. Towards this end, designer substrates, which under simple and practical reaction conditions generate a variety of cyclopenta[b]annulated arenes and heteroarenes in excellent enantiopurities and near-quantitative yields in remarkably short reaction times, are described. The reason for the unusually facile nature of this reaction is attributed to the synergy guided and entropically favored intramolecular reaction. Further, this strategy provides easy access to a substantial number of bioactive natural products and pharmaceutically significant compounds.

Silver-catalysed intramolecular cyclisation of 2-alkynylacetophenones and 3-acetyl-2-alkynylpyridines in the presence of ammonia

Silver-catalysed/microwave-assisted domino reactions of 2-alkynyl-acetophenones and 3-acetyl-2-alkynylpyridines in the presence of ammonia are widely described. In most cases the reaction give a mixture of the imino- and carbo-cyclisation products, with a

Rapid access to amino-substituted quinoline, (Di)benzofuran, and carbazole heterocycles through an aminobenzannulation reaction

(Chemical Equation Presented) The use of a powerful aminobenzannulation reaction has been applied for the synthesis of amino-substituted quinolines, dibenzofurans, and carbazoles. The precursors are heterocycles bearing a methyl ketone group ortho to an i

HETEROCYCLIC DERIVED METALLOPROTEASE INHIBITORS

This invention provides novel heterocyclic derived matrix metalloprotease inhibitors of the formula: and pharmaceutical compositions comprising same, useful for treating disorders ameliorated by antagonizing matrix metalloproteases. This invention also provides therapeutic and prophylactic methods using the instant pharmaceutical compositions.

ARYLSULFONYLNAPHTHALENE DERIVATIVES AS 5HT2A ANTAGONISTS

Compounds of formula (I) are potent and selective 5-HT2A antagonists, useful in treatment of a variety of adverse conditions of the CNS.

Discovery, synthesis, and bioactivity of bis(heteroaryl)piperazines. 1. A novel class of non-nucleoside HIV-1 reverse transcriptase inhibitors

A variety of analogues of 1-[4-methoxy-3,5-dimethylbenzyl]-4-[3- (ethylamino)-2-pyridyl]piperazine hydrochloride (U-80493E) were synthesized and evaluated for their inhibition of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase (RT). Replacement of the substituted aryl moiety with various substituted indoles provided bis(heteroaryl)piperazines (BHAPs) that were 10-100-fold more potent than U-80493E. The pyridyl portion of the lead molecule was found to be very sensitive to modifications. Extensive preclinical evaluations of several of these compounds led to the selection of 1-[(5-methoxyindol-2-yl)carbonyl]-4-[3-(ethylamino)-2- pyridyl]piperazine methanesulfonate (U-87201E, atevirdine mesylate) for clinical evaluation.

Migration du lithium en serie pyridinique: double catalyse et reformage. Acces aux derives de la bromo-2 lithio-3 pyridine et des bromo-4 halogeno-2 lithio-3 pyridines

The lithium of an organolithium-pyridinic derivative can be moved from one position to an another by an intermolecular reaction.Two new reactions are possible for pyridinic organic synthesis: the isomerisation of any lithio derivative to a more stable one, and a reaction that transforms a mixture of various bromo-lithio derivatives into a single one.The processes involved and the experimental tools used are described in terms of the 2-bromo-3-lithio- and 4-bromo-2-halogeno-3-lithiopyridines derivatives synthesis.