Scheme 2.

Structure of known AS2586114 and synthesis of novel sEHI 10a–e. (a) HCl/Dioxane 4 M, rt, 2 h; (b) 4-fluoroacetophenone (for 9a), 4-fluorobenzonitrile (for 9b) or t-butyl 4-fluorobenzoate (for 9c), K₂CO₃, DMSO, 100 °C, overnight; (c) methyl 3-bromo-4-fluorobenzoate, K₂CO₃, DMF, 100 °C, overnight; (d) cyclopropylboronic acid, Pd(Ph₃)₄, K₃PO₄, dioxane, 100 °C, overnight; (f) 9a or 9b, HATU, DIPEA, DMF, rt, overnight; (g) 9c, HATU, DIPEA, DMF, rt, overnight; then HCl/dioxane 4 M, H₂O, rt, 2 h. (h) 9e, HATU, DIPEA, DMF, rt, overnight; then methanol, KOH, rt, overnight.