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. 2019 May 15;27(13):2883–2892. doi: 10.1016/j.bmc.2019.05.019

Scheme 16.

Scheme 16

Reagents and conditions: a. (i) EtMgBr, THF, −78 °C, (ii) ZnCl2, 2 h, rt; b. 4(5)-iodoimidazole, Pd(PPh3)4, CuI, THF, 60 °C, 18 h; c. bis(pinacolato)diboron, KOAc, PdCl2(dppf)2·CH2Cl2, 100 °C, 1 h; d. 5-bromo-2,4-dimethoxypyrimidine, PdCl2(dppf)2·CH2Cl2, Cs2CO3, 105 °C, 1 h.