Synthesis of phenoxyacetamide T3SS inhibitors with amide linker modifications.
Reagents and conditions: (a) amine, HATU, DIPEA, DMF, 20 °C; (b) alcohol, HATU, DIPEA, DMF, 20 °C; (c) 4-fluorophenylhydrazine or 4-flurorbenzylhydrazine, HATU, DIPEA, DMF, 20 °C; (d) O-benzylhydroxylamie, HATU, DIPEA, DMF, 20 °C; (e) N,O-dimethylhydroxylamine, HATU, DIPEA, DMF, 20 °C; (f) 4-fluorophenethylmagnesium bromide, THF, 0 °C.