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. 2023 Jun 21;66(13):8782–8807. doi: 10.1021/acs.jmedchem.3c00401

Scheme 2. Synthesis of 26 and 24.

Scheme 2

Reagents and conditions: (a) 1-(1-bromoethyl)-4-fluorobenzene, K2CO3, DMSO, 60 °C, 81%; (b) Pd(dppf)Cl2, KOAc, bis(pinacolato)diboron, 1,4-dioxane, 100 °C; (c) 36, Pd(PPh3)4, Na2CO3, 1,4-dioxane/water, 100 °C, 34% over two steps; (d) NaOH, NIS, DMF, rt, 84%; (e) Zn(CN)2, Pd(PPh3)4, DMA, 100 °C, 30%.