A High Efficient Iron Catalyzed Crosscoupling Reaction Between Benzylmagnesium Chloride And 2-chloropyridine And The Synthesis Of NH₂-PEG12-NH₂

Pyridine compounds has a wide range of applications in pesticides, pharmaceuticals, spices, rubber, and daily chemical industry. 2-benzyl-pyridine derivatives due to important applications in medicine and other fields in which aroused great attention, such as 2-(1,2-diphenyl-ethyl) pyridine-3-amine series compounds for the treatment of Alzheimer’s is very effective, topiramate Miele significant efficacy in anti-arrhythmic and other aspects.Since the Grignard reaction with benzyl chloride and 2-chloro-pyridine compound can not be directly obtained 2-benzyl-pyridine compounds, so we take into account to achieve a transition metal catalyst cross-coupling. The high cost of a palladium catalyst, a cobalt catalyst efficiency is not particularly high, on the basis of this study, taking into account the iron compounds inexpensive, non-toxic and environmentally friendly advantages, this paper examines the different iron catalysts, ligands, solvents and temperature, etc. influencing factors. The results show that, at room temperature, with ferric chloride as a catalyst to TMEDA(tetramethylethylenediamine) as ligand, tetrahydrofuran as a solvent, can be close to quantitatively 2-chloro-pyridine and benzyl chloride cross-coupling reaction. The same reaction chloropyridine other derivatives may also reach a higher yield.PEG is a water-soluble polymer compound, in vivo biodegradable, non-toxic. PEG-modified proteins and polypeptides, i.e. activated PEG covalently coupled to the protein or polypeptide molecule, to make PEG-modified protein or polypeptide molecule in vivo circulating half-life growth, reduced immunogenicity. At present, the PEG-modified proteins and polypeptides are widely used in biomedical fields. PEG molecular weight compounds are the second-generation single gene technology acts as a link in the base due to its good solubility in water.This article focuses on the synthesis of twelve glycol diamine:Four-glycol as the raw material, p-toluenesulfonic acid esterification to give OTsPEG4-OTs and then reacted with sodium tetraethylene glycol glycol twelve, twelve glycol and then by Gabriel goes twelve glycol diamine.