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. Author manuscript; available in PMC: 2024 Jul 10.
Published in final edited form as: Eur J Med Chem. 2023 Jul 1;258:115588. doi: 10.1016/j.ejmech.2023.115588

Scheme 4.

Scheme 4

Synthesis of triazole analogue 16. Reagents and conditions: (a) ethynyltrimethylsilane, Pd(PPh3)2Cl2, CuI, DIPEA, 100 °C, 30%; (b) K2CO3, MeOH, rt, 94%; (c) (azidomethyl)cyclopentane (1 M solution in 2-methoxy-2-methylpropane), CuSO4•5H2O, sodium ascorbate, t-BuOH:H2O 1:1, rt, 91%; (d) 2-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one, cat. PdCl2(PPh3)2, Cs2CO3, DMF, 100 °C, 33%.