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Synthesis of endoxifen-combretastatin hybrid conjugates 27–46 and amides 47–55. Reagents and conditions: (i) DCC, HOBt, CH2Cl2, 20 °C, 24–48 h; (ii) TBAF, THF, 20 °C, 24 h (R1–R8: see Table 2); (iii) Pyrrolidine or piperidine, 2-chloro-1-methylpyridinium iodide, CH2Cl2, Et3N, 20 °C, 1 h; (iv) Fe, HCl, CH3CO2H, EtOH, reflux, 12 h.
