22282-58-2

Usage

Uses

Used in Organic Synthesis:
2-Iodo-3-methylpyridine is used as a building block in organic synthesis for its reactivity and potential to introduce the iodo group into various organic molecules, facilitating the formation of new compounds and structures.
Used in Pharmaceutical Research:
In pharmaceutical research, 2-Iodo-3-methylpyridine is used as an intermediate in the synthesis of other chemical compounds, contributing to the development of new drugs and therapeutic agents.
Used in Agrochemical Production:
2-Iodo-3-methylpyridine is also utilized in the production of agrochemicals, where it serves as an intermediate in the synthesis of various agricultural chemicals to improve crop protection and yield.
Safety Precautions:
It is important to handle 2-Iodo-3-methylpyridine with care, as it is toxic and can be harmful if ingested, inhaled, or comes into contact with skin. Proper safety measures should be taken during its use and storage to minimize potential health risks.

InChI:InChI=1/C6H6IN/c1-5-3-2-4-8-6(5)7/h2-4H,1H3

Upstream product

• 154447-02-6 3-methylpyridin-2-yl trifluoromethanesulfonate 
• 3430-17-9 2-bromo-3-picoline 

Downstream Products

• 1258786-30-9 3-methyl-2-(toluene-4-sulfonyl)-pyridine 
• 30413-59-3 2-ethynyl-3-methylpyridine 
• 1466565-03-6 C₃₀H₂₈N₆O₃ 
• 1466564-57-7 C₃₂H₂₆N₆O₃ 
• 1466564-54-4 C₂₆H₂₀ClN₅O₂ 

Relevant academic research and scientific papers

Homoleptic zincate-promoted room-temperature halogen-metal exchange of bromopyridines

Homoleptic lithium tri- and tetraalkyl zincates were reacted with a set of bromopyridines. Efficient and chemoselective bromine-metal exchanges were realized at room temperature with a substoichiometric amount of nBu 4ZnLi2·TMEDA reagent (1/3 equiv; TMEDA=N,N,N′,N′-tetramethylethylenediamine). This reactivity contrasted with that of tBu4ZnLi2·TMEDA, which was inefficient below one equivalent. DFT calculations allowed us to rationalize the formation of N...Li stabilized polypyridyl zincates in the reaction. The one-pot difunctionalization of dibromopyridines was also realized using the reagent stoichiometrically. The direct creation of C-Zn bonds in bromopyridines enabled us to perform efficient Negishi-type cross-couplings. Mild zincation! nBu4ZnLi2·TMEDA (in substoichiometric amounts) promoted efficient and chemoselective room-temperature bromine-metal exchange of a range of bromopyridines (see scheme). DFT calculations strongly supported the formation of a stabilized tripyridylzincate, which could be reacted with electrophiles or be directly involved in palladium-catalyzed cross-coupling reactions.

A new, mild one-pot synthesis of iodinated heterocycles as suitable precursors for N-heterocyclic carbene complexes

The use of I2/AgOAc in dichloromethane constitutes a cheap, mild, and efficient method for the selective iodination of a variety of heterocycles. In a number of cases, this method provides superior yields to other literature methods and affords iodo-functionalized heterocycles that are suitable precursors for carbene complexes.

One-pot iodination of hydroxypyridines

(Chemical Equation Presented) A one-pot, high-yielding iodination of hydroxypyridines and hydroxyquinolines is described. The iodination proceeds under mild conditions, and the products are obtained in high yield without the need for chromatographic purif