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. 2022 Jan 5;26(5):2967–2980. doi: 10.1007/s11030-021-10375-4

Scheme 6.

Scheme 6

Strategy for the multi-step synthesis of phenyl oxadiazole compound (36) acting against human rhinovirus. Conditions: (i) SOCl2, DMF, 70 °C; (ii) NH3, H2O, THF, 0–25 °C, 5 h; (iii) TFAA, pyridine, 16 h; (iv) EtOH, 90 °C,16 h; (v) TFAA, pyridine, 0–120 °C, 16 h; (vi) neat, 150 °C, 90 h