合成路线1

The isatin derivative (III) was prepared by acylation of diarylamine (I) with oxalyl chloride, followed by intramolecular cyclization of the intermediate (II) under Friedel-Crafts reaction conditions. Treatment of (III) with hydroxylamine led to formation of the oxime (IV), which was further reduced to amine (V) by catalytic hydrogenation over Pd/C. After protection of amine (V) as the benzyl carbamate (VI), alkylation with iodomethane in the presence of K2CO3 produced the 3-methyl oxindole (VII). Removal of the N-carbobenzoxy group of (VII) was achieved by catalytic hydrogenation over Pd/C to yield the deprotected amine, which was resolved by means of dibenzoyl-L-tartaric acid. The target (S)-amine (VIII) was finally acylated with beta-carboline-3-carbonyl chloride (IX) to furnish the title amide.