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Synthesis of azobenzene-functionalized axitinib derivatives 3 and 4. Reaction conditions: (i) aq. KHSO3 solution (Oxone®), DCM, RT, 6 h; (ii) glacial acetic acid, RT, 24 h, meta: 37%, para: 64%; (iii) Sn2Me6, Pd(PPh3)4, dry toluene, 100 °C, microwave, 3 h, meta: 86%, para: 62%; (iv) Pd(PPh3)4, DMF, 120 °C, 24 h, meta: 52%, para: 32%. (meta/para position of the azo group).
