79698-47-8

Usage

Uses

Used in Organic Synthesis:
3-Chloro-2-(trimethylsilyl)pyridine is used as a reagent for the functionalization of aromatic compounds. Its properties make it a useful reagent in this application.
Used in Pharmaceutical Industry:
3-Chloro-2-(trimethylsilyl)pyridine is used as an intermediate in the preparation of various pharmaceuticals. Its reactivity and versatility contribute to the development of new drugs.
Used in Agrochemical Industry:
3-Chloro-2-(trimethylsilyl)pyridine is also used as an intermediate in the preparation of agrochemicals, playing a role in the development of new pesticides and other agricultural products.

Upstream product

• 626-60-8 3-Chloropyridine 
• 75-77-4 chloro-trimethyl-silane 
• 109-72-8 n-butyllithium 

Downstream Products

• 483324-02-3 3-chloro-2-(4-methoxyphenyl)pyridine 

Relevant academic research and scientific papers

First regioselective c-2 lithiation of 3- and 4-chloropyridines

We have shown that the BuLi/LiDMAE reagent promotes the clean and regioselective C2 lithiation of 3- and 4-chloropyridines, while other reagents such as LDA or BuLi/TMEDA lead to classical ortho lithiation products or mixtures of regioisomers. The method was successfully applied to the preparation of various reactive 2,3- and 2,4-disubstituted pyridines.

ETUDE DES ortho-METALLATIONS REGIOSELECTIVES DE LA CHLORO-3 PYRIDINE PAR DES ORGANOLITHIENS ET DES AMIDURES DE LITHIUM; EFFET D'ORIENTATION PAR LE SOLVANT, APPLICATIONS A LA SYNTHESE

Lithium dialkylamides metalate 3-chloropyridine with excellent regioselectivity at position 4.This reaction occurs in THF solution at -60 deg C and it leads to various 3,4-disubstituted pyridines in good yields.This regioselectivity is completely changed in ether solution by using the butyllithium-TMEDA complex.In that case position 2 is metallated and 2,3-disubstituted pyridines are obtained.