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. 2020 Jun 10;11(7):1402–1409. doi: 10.1021/acsmedchemlett.0c00082

Scheme 1. Synthesis of Nicotinamide Based IRAK4 Inhibitors.

Scheme 1

Conditions: (a) isopropyl amine, DIPEA, DMA, 90 °C, 6 h, 84%; (b) LiOH, EtOH/H2O (2:1), 25 °C, 2h, 99%; (c) 30, HATU, DIPEA, DMF, 0 to 25 °C, 64%; (d) R-NH2, Pd2(dba)3, XantPhos, Na2CO3, dioxane, 110 °C, 12–16 h, 5–40%.