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. 2022 Feb 18;15(2):245. doi: 10.3390/ph15020245

Scheme 5.

Scheme 5

Synthesis of 45 and its precursor. Reagents and conditions: (i) di-tert-butyl iminodiacetate, K2CO3, CH3CN, reflux, 12 h; (ii) 39, (a) NH2NH2.H2O, S8, EtOH, 90 °C, 4 h; (b) NaNO2, AcOH, 0 °C to rt, 30 min; (iii) TFA, CH2Cl2, rt, 4 h; (iv) 40, (a) NH2NH2.H2O, S8, EtOH, 90 °C, 4 h; (b) NaNO2, AcOH, 0 °C to rt, 30 min; (v) nosyl chloride, DIPEA, DMAP, CH2Cl2, rt, 1 h.