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Usage

Uses

Used in Organic Synthesis:
4-CHLORO-3-TRIMETHYLSILANYL-PYRIDINE is used as a silylating agent for protecting hydroxyl and amino groups, which is crucial in the synthesis of complex organic molecules to prevent unwanted reactions at these functional groups.
Used in Catalyst for Bond Formation:
4-CHLORO-3-TRIMETHYLSILANYL-PYRIDINE is used as a catalyst for the formation of carbon-carbon and carbon-heteroatom bonds, facilitating key reactions in the construction of various organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 4-CHLORO-3-TRIMETHYLSILANYL-PYRIDINE is used as a reagent in the production of various compounds and substances, contributing to the development of new drugs and medicines.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 4-CHLORO-3-TRIMETHYLSILANYL-PYRIDINE is utilized for the synthesis of compounds used in agricultural chemicals, such as pesticides and herbicides, to improve crop protection and yield.
Safety Note:
Due to its health hazards, 4-CHLORO-3-TRIMETHYLSILANYL-PYRIDINE should be handled and stored with care, adhering to standard safety procedures to ensure the protection of individuals and the environment.

Upstream product

• 626-61-9 4-Chloropyridine 
• 75-77-4 chloro-trimethyl-silane 

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.

REGIOSELECTIVE ORTHO-LITHIATION OF HALOPYRIDINES. SYNTHESES OF ORTHO-DISUBSTITUTED PYRIDINES AND A CONVENIENT GENERATION OF 3,4-PYRIDYNE

The regioselective ortho-lithiation of 3-chloro- (4), 3-fluoro- (7), 3-bromo- (10), 2-chloro- (22), and 4-chloropyridine (25) with lithium diisopropylamide affords, after quenching with various electrophiles, the corresponding ortho-disubstituted pyridine

Synthesis and Synthetic Utility of 1-Acyl-5-(trialkylsilyl)-1,2-dihydropyridines. Synthesis of (+/-)-Elaeokanine A

The regioselective addition of Grignard reagents to the phenoxycarbonyl salts of 3-(trialkylsilyl)pyridines was studied.Most of the 3-(trialkylsilyl)pyridine salts gave a mixture of dihydropyridines on reaction with aliphatic Grignard reagents.However, al

Directed Lithiation of 4-Halopyridines: Chemoselectivity, Regioselectivity and Application to Synthesis

4-Chloro and 4-fluoropyridines were ortho-lithiated by n-butyllithium-TMEDA chelate or lithium diisopropylamide at low temperature.The resulting 3-lithio 4-halopyridines were reacted with electrophiles which led to various 3,4-disubstituted pyridines.The versatility of this functionalization is enhanced by the 4-halogen reactivity towards nucleophiles such as water, methylate and amines.Some of the 3,4-disubstituted synthons were annelated to naphthyridine, xanthone and coumarin or condensed to Hantzsch-ester or to "chlotrimazol" analogues.Lithiation of 4-fluoropyridine led in one step to 3,4-pyridyne, which was trapped by cycloaddition with furans.

Regioselective ortho lithiation of halopyridines

Regioselective ortho lithiation of 2-, 3-, and 4-halopyridines is achieved with lithium diisopropylamide (-78°, tetrahydrofuran) to afford, upon quenching with electrophilic reagents, 2,3- and 3,4-disubstituted pyridines in good to excellent yield.