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Synthesis of desnitro-imidazoles 17 and 18 and amine 20. i) 4-fluorobenzylamine, PyBOP, DIPEA, DCM, rt, 67% ii) oxalyl chloride, cat. DMF, 0 °C → rt; iii) conc. NH4OH, 0 °C → rt; 73%; iv) 4-(trifluoromethoxy)benzyl bromide, K2CO3, DMF, rt, 58%; v) MeOH, Pd/C, H-cube, 1 atm, 30 °C, 74%.
