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. 2017 Sep 7;8(10):1093–1098. doi: 10.1021/acsmedchemlett.7b00296

Scheme 1. Synthetic Route for Compounds 8a, 8b, 8d, 8e, and 8f.

Scheme 1

Reagents and conditions: (a) 3,4-dihydropyran, TFA; (b) boronic acid/ester, Pd(dppf)Cl2, aq. NaHCO3, IPA, 150 °C, microwave; (c) H2, Pd/C, EtOAc; (d) acid chloride, DIPEA, DCM or acid, HATU, DIPEA, DMF; (e) 4 M HCl in dioxane, MeOH. See Table 1 for range of substituents.