Aminothiophene (III) was prepared by condensation of phenylacetone (I) with ethyl cyanoacetate (II), followed by treatment with sulfur and diethylamine. Subsequent condensation of (III) with diethyl ethoxymethylenemalonate (IV) at 120 C provided the enaminomalonate (V). the partial hydrolysis of (V) with KOH in EtOH-dioxan provided monoacid (VI), which was cyclized by means of PPE to the thienopyridine (VII). Alkylation of (VII) with 2,6-difluorobenzyl chloride (VIII) and K2CO3 yielded predominantly the N-benzylated compound (IX), which was selectively nitrated at the phenyl ring to produce (X) (2). Radical bromination of the 3-methyl group of (X) gave bromomethyl compound (XI).

Compound (XI) was condensed with methyl benzyl amine (XII) to furnish tertiary amine (XIII). The nitro group of (XIII) was then reduced with iron powder and HCl to afford amine (XIV). Subsequent acylation of (XIV) with isobutyric anhydride (XV) in the presence of Et3N produced amide (XVI). The title compound was then obtained by transesterification between (XVI) and titanium isopropoxide in isopropanol, followed by treatment with ethanolic HCl.