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新产品编号:2403567

Chemical Name: 5-(3-Chlorophenyl)-6-[1-(4-cyanophenyl)-1-(1-methyl-1H-imidazol-5-yl)methoxymethyl]-2-oxo-1,2-dihydropyridine-3-carbonitrile
项目整合开发状态: Preclinical
项目研究机构: Abbott (Originator)
合成路线:Bromination of 3-cyano-6-methyl-2-pyridone (I) by means of N bromosuccinimide (NBS) in 1,2-dichloroethane affords the 5-bromopyridone (II).Subsequent Suzuki coupling of (II) with 3-chlorophenylboronic acid (III) yields the 5-phenylpyridone (IV).Radical bromination of (IV) with NBS and AIBN produces the bromomethyl derivative (V).This is then converted to alcohol (VI) upon refluxing in aqueous dioxane in the presence of celite

合成路线:Lithiation of 1-methylimidazole (VII),followed by quenching with triethylchlorosilane provides the 2-silyl imidazole (VIII).After metalation of (VIII) with tert-butyllithium,condensation with 4-cyanobenzaldehyde (IX) gives rise to the carbinol (X).Finally,coupling between alcohols (VI) and (X) in the presence of p-toluenesulfonic acid in refluxing toluene leads to the desired ether adduct.
📌 参考资料/链接:
参考文献标题:Design and synthesis of pyridone farnesyltransferase inhibitors
文献作者:Hasvold,L.A.; et al.
参考来源:224th ACS Natl Meet (Aug 18 2002,Boston) 2002,Abst MEDI 126