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Synthetic route of compound QC2 (6) from dehydroabietic acid (1). Reagents and conditions: (a) (i) SOCl2, benzene, reflux, and 3 h; (ii) MeOH, reflux, and 2 h; (b) CrO3, AcOH, Ac2O, 0°C to rt, and 12 h; (c) phenylhydrazine hydrochloride, EtOH, conc. HCl, reflux, and 3 h; (d) 1,2-dibromoethane, TBAB, NaOH, benzene, rt, and 12 h; (e) piperazine, K2CO3, KI, MeCN, reflux, and 8 h.
