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. Author manuscript; available in PMC: 2022 Oct 18.
Published in final edited form as: J Med Chem. 2020 Sep 17;63(19):11054–11084. doi: 10.1021/acs.jmedchem.0c00996

Scheme 5.

Scheme 5

aReagents and conditions: (a) TsCl, DMAP, Et3N, CH2Cl2, 0 °C to rt, 16 h; (b) 2-(trifluoromethyl)phenol, Cs2CO3, DMF, 80 °C, 16 h; (c) TFA, CH2Cl2, 0 °C to rt, 8 h; (d) methyl 2-chloro-6-methylpyrimidine-4-carboxylate, i-Pr2NEt, THF, reflux, 16 h; and (e) (i) LiOH, CH3OH, THF, H2O, rt, 16 h; (ii) 2 N aqueous HCl.