新产品编号:2378255

Chemical Name: 1,3,6-Trichloro-5,6-dihydro-4H-cyclopenta[c]thiophen-4-one
项目整合开发状态: Preclinical
项目研究机构: Universit?de Caen (Originator)
合成路线:2,5-Dichlorothiophene-3-carbaldehyde (I) is condensed with malonic acid in the presence of ammonium acetate to produce the beta-amino acid (II).Protection of the amino group of (II) with trifluoroacetic anhydride yields the corresponding trifluoroacetamide (III).After activation of the carboxyl group of (III) as its acid chloride (IV) with SOCl2,intramolecular Friedel-Crafts acylation in the presence of AlCl3 leads to the cyclopentathiophene derivative (V).The trifluoroacetyl group of (V) is then removed by acidic hydrolysis,providing amine (VI).This is further converted into alcohol (VII) via diazotization with NaNO2 in aqueous trifluoroacetic acid.Alcohol (VII) is finally chlorinated employing SOCl2 to furnish the title compound.