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. Author manuscript; available in PMC: 2022 Jan 1.
Published in final edited form as: Eur J Med Chem. 2020 Sep 24;209:112866. doi: 10.1016/j.ejmech.2020.112866

Scheme 1.

Scheme 1.

Synthesis of compounds selected for a scaffold-hopping study. Reagents and conditions: (a) Cs2CO3, DMF, 85 °C; (b) LiAlH4, THF, rt; (c) 27a, NaH, DMF, 80 °C; (d) Benzyl bromide, K2CO3, DMF, rt; (e) KOH, ethanol, reflux; (f) 25b, DCC, DMAP, DCM, rt to 32 °C; (g) 29a, DCM, 0 °C to 32 °C; (h) conc. H2SO4, 85 °C; (i) 27a, NaH, DMF, rt; (j) dppf (cat.), PdCl2(dppf)• CH2Cl2, KOtBu, anhydrous THF, 100 °C; (k) 27a, NaH, DMF, rt; (l) DIPEA, DCM, rt; (m) 27a, Na2CO3, KI (cat.), acetonitrile, reflux.