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. 2023 Jun 24;28(13):4958. doi: 10.3390/molecules28134958

Scheme 1.

Scheme 1

Synthesis of the final compounds 1327. Reagents and conditions: (a) 1-iodobutane, DMF, 50 °C, 7 h; (b) 2-iodopropane, K2CO3, AcCN, reflux, 16 h; (c) aromatic aldehyde, Na2SO4, dry DCM, rt, overnight, then NaBH4, rt, 2 h; (d) methyl malonyl chloride, TEA, dry DCM, 0–5 °C, 2–6 h; (e) NaH, THF, MeOH (cat.), 60 °C, 2 h; (f) appropriate amine, toluene, reflux, 1–2 h; (g) appropriate amine, toluene, reflux, 1–2 h; (h) 1-adamantylamine, toluene, reflux, 2 h.