合成路线1

Reduction of malonate (V) with LiAlH4 affords diol (VI). Reaction of diol (VI) with an acetic acid solution of hydrobromic acid, followed by acidic hydrolysis of the generated acetate ester, furnishes bromo alcohol (VII). This is oxidized to the bromo aldehyde (VIII) employing either DMSO and SO3-pyridine complex or NaOCl in the presence of TEMPO and KBr. Treatment of aryl chloride (IV) with sodium sulfide, followed by addition of bromo aldehyde (VIII) leads to the sulfide adduct (IX). After protection of the aldehyde group of (IX) as the dimethyl acetal (X) by means of trimethyl orthoformate and p-toluenesulfonic acid, the sulfide function of (X) is oxidized to sulfone (XI) with peracetic acid. Acetal hydrolysis in (XI) under acidic conditions then gives aldehyde (XII). Reductive alkylation of the nitro compound (XII) by catalytic hydrogenation in the presence of Pd/C and formaldehyde yields the dimethylamino derivative (XIII)