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. 2021 Apr 2;7(5):1260–1274. doi: 10.1021/acsinfecdis.1c00025

Scheme 2. Synthesis of 28 (OX3699).

Scheme 2

Reagents and conditions: (i) 4-methylbenzyl bromide (2.0 equiv), NaH (1.5 equiv), DMF, rt, 16 h (96%); (ii) 4-pyridyl-B(OH)2 (1.1 equiv), Pd(dppf)Cl2 (5 mol %), K2CO3 (3.0 equiv), 1,4-dioxane/H2O (4:1), 90 °C 18 h.