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. Author manuscript; available in PMC: 2024 Nov 15.
Published in final edited form as: Bioorg Med Chem. 2023 Sep 30;95:117487. doi: 10.1016/j.bmc.2023.117487

Scheme 8.

Scheme 8.

Reagents and conditions: (a) NH4OH, 1,4-dioxane, 100 °C, 42%; (b) R = H, BrCH2CH(OC2H5)2, 21% or R = CH3, CH3C(OCH3)2CH2Br, 12%; (c) 127: R = H, DMF.DMA, isopropanol, 80 °C, NH2OH·HCl, 50 °C; 128: R = CH3, DMA.DMA, isopropanol, 80 °C, NH2OH·HCl; (d) TFAA, THF; 129 (R = H), 22%; 130 (R = CH3), 11%; (e) N2H4.H2O, ethanol, μW, 120 °C, 15 min, 90%; (f) 132: R = H, HC(OCH3)3, μW, 180 °C, 20 min, 47%; or 133: R = CH3, CH3C(OCH3)3, μW, 180 °C, 59%.