FR-186054

Chemical Name: N-Benzyl-N'-[6-methyl-2,4-bis(methylsulfanyl)-3-pyridyl]-N-[3-(2H-pyrazol-3-yl)benzyl]urea
项目整合开发状态: Preclinical
项目研究机构: Fujisawa (Originator)
合成路线:Condensation of 3-acetylbenzonitrile (I) with N,N-dimethylformamide dimethylacetal (II) at 90 C provided enaminoketone (III).Reaction of (III) with hydrazine acetate in methanol generated pyrazole (IV),and then,reduction of nitrile group with Raney Nickel in aqueous formic acid gave aldehyde (V).Condensation of this aldehyde with benzylamine (VI) in refluxing toluene,followed by reduction of the intermediate imine (VII) with ethanolic NaBH4 yielded secondary amine (VIII).Finally,the target urea was obtained by condensation of amine (VIII) with phenyl N-[2,4-bis(methylthio)-6-methylpyridin-3-yl]carbamate in the presence of triethylamine.