51933-77-8

Usage

Uses

Used in Organic Synthesis:
3-Bromo-2-(methylthio)pyridine is used as a key intermediate in organic synthesis for the creation of various complex organic molecules. Its unique structure allows for versatile chemical reactions, making it a valuable component in the synthesis of specialty chemicals.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 3-Bromo-2-(methylthio)pyridine is utilized as a precursor for the development of new pharmaceuticals. Its potential biological activities, including antimicrobial and antifungal properties, make it a promising candidate for the treatment of various diseases and conditions.
Used in Pharmaceutical Production:
3-Bromo-2-(methylthio)pyridine serves as an intermediate in the manufacturing process of pharmaceuticals. Its presence in the synthesis of certain drugs contributes to their therapeutic effects and helps in the development of novel medications.
Used in Agrochemicals:
3-Bromo-2-(methylthio)pyridine is also used in the production of agrochemicals, where it can contribute to the development of pesticides and other agricultural products that protect crops and enhance agricultural productivity.
Safety Considerations:
It is crucial to handle 3-Bromo-2-(methylthio)pyridine with care due to its potential risks to human health and the environment. Proper safety measures should be implemented during its production, use, and disposal to minimize any adverse effects.

Upstream product

• 52200-48-3 3-bromo-2-chloropyridine 
• 5188-07-8 sodium thiomethoxide 
• 626-55-1 3-Bromopyridine 
• 2949-92-0 methanethiosulfonic acid S-methyl ester 

Downstream Products

• 1393937-14-8 N₁,N₃-bis(2-(methylthio)pyridine-3-yl)benzene-1,3-diamine 
• 1448146-94-8 3-[(2-methoxyphenyl)ethynyl]-2-(methylthio)pyridine 
• 1392013-88-5 3-bromo-2-phenylthieno[2,3-b]pyridine 
• 1448146-97-1 3-iodo-2-phenylthieno[2,3-b]pyridine 
• 1448146-98-2 2-(3-fluorophenyl)-3-iodothieno[2,3-b]pyridine 
• 1448146-99-3 2-(4-methoxyphenyl)-3-bromothieno[2,3-b]pyridine 
• 1448147-01-0 2-(2-methoxyphenyl)-3-bromothieno[2,3-b]pyridine 
• 1448146-91-5 2-(methylthio)-3-(phenylethynyl)pyridine 
• 1448146-92-6 3-[(3-fluorophenyl)ethynyl]-2-(methylthio)pyridine 
• 1448146-93-7 3-[(4-methoxyphenyl)ethynyl]-2-(methylthio)pyridine 
• 1644384-77-9 ethyl 4-[3-bromo-2-(methylthio)pyridin-4-yl]benzoate 

Relevant academic research and scientific papers

New in situ trapping metalations of functionalized arenes and heteroarenes with TMPLi in the presence of ZnCl2 and other metal salts

The addition of TMPLi to a mixture of an aromatic or heteroaromatic substrate with a metal salt such as MgCl2, ZnCl2, or CuCN at -78 °C first leads to lithiation of the arene followed by transmetalation with the metal salt to afford functionalized organometallic compounds of Mg, Zn, or Cu. This in situ trapping method allows an expedited metalation (-78 °C, 5 min) of a range of sensitive pyridines (bearing a nitro, ester, or cyano group) and allows the preparation of kinetic regioisomers of functionalized aromatic compounds or heterocycles not otherwise available by standard metalating agents, such as TMPMgCl·LiCl or TMPZnCl·LiCl. Fast, faster, the fastest: Aromatic and heterocyclic substrates, when treated with TMPLi (TMP=2,2,6,6-tetramethylpiperidyl), undergo a kinetic lithiation and then a transmetalation with a metal salt such as MgCl2, ZnCl 2, or CuCN. This allows an expedited metalation of sensitive pyridines bearing a nitro, ester, or cyano group and allows the preparation of kinetic regioisomers of functionalized aromatic compounds or heterocycles.

Regiocontrolled SNAr reaction on 2,3-dihalopyridines with NaSMe to obtain bromo(methylthio)pyridines as key precursors of 3-halo-2-(hetero) arylthieno[2,3- b ]pyridines and thieno[3,2- b ]pyridines

The synthesis of 3-halo-2-(hetero)arylthieno[2,3-b]pyridines and 3-halo-2-(hetero)arylthieno[3,2-b]pyridines has been performed through a three-step methodology from 3-bromo-2-chloropyridine or 2-bromo-3- fluoropyridine, respectively. The key step of this methodology is the formation of the required bromo(methylthio)pyridines by a regiocontrolled nucleophilic aromatic substitution (SNAr) with sodium methanethiolate (NaSMe). Then, the Sonogashira coupling with (hetero)arylalkynes followed by a halocyclization with bromine or iodine, afforded the expected 3-halo-2-(hetero)arylthienopyridines.

BENZIMIDAZOLE DERIVATIVES

A compound of formula (I) or a pharmaceutically acceptable salt or prodrug ester thereof: (I) wherein R, X and Y are as disclosed in the specification.