【药物名称】S-34730-1
化学结构式(Chemical Structure):
参考文献No.50685
标题:Derivs. of 6-sulfamoyl-3-quinolyl phosphonic acids, process for their preparation and pharmaceutical compsns. containing them
作者:Lestage, P.; Cordi, A.; Desos, P. (ADIR et Cie.)
来源:EP 1125941; FR 2805260; JP 2001253892; US 6518258
合成路线图解说明:

Acylation of 2-amino-4-chlorobenzaldehyde (I) with acid chloride (II) provides the corresponding amide (III). Intramolecular cyclization of the aldehyde-amide (III) in the presence of piperidine in refluxing toluene gives rise to the quinolinone (IV). The electrophillic nitration of (IV) using HNO3/H2SO4 affords the 6-nitroquinoline (V), which is further reduced to amine (VI) by reaction with iron powder and NH4Cl. Diazotization of amine (VI), followed by reaction with SO2 and CuCl2 leads to the sulfonyl chloride (VII). This is converted into the sulfonamide (VIII) upon treatment with NH4OH. The diethyl phosphonate ester of (VIII) is finally hydrolyzed to the title phosphonic acid using bromotrimethylsilane in refluxing acetonitrile.

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