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Synthetic route of 22. Reagents and conditions: (a) phenyl chloroformate, pyridine, 0 °C, 40%; (b) LiAIH4, dioxane, reflux, 53%; (c) pinaool diboron ester, Pd(dppf)CI2, dppf, KOAc, DMF, 100 °C, 90%; (d) N-(4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-3-iodobenzamide, Pd(dppf)CI2. Na2CO3 (1 N, aq.), dioxane, 100 °C. 15%.
