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. Author manuscript; available in PMC: 2016 Jun 10.
Published in final edited form as: J Med Chem. 2015 Aug 4;58(15):5863–5888. doi: 10.1021/acs.jmedchem.5b00423

Scheme 2a.

Scheme 2a

aReagents and conditions: (a) tert-butyl piperazine-1-carboxylate, Pd(OAc)2, BINAP, NaOt-Bu toluene, 110 °C, 16 h; (b) 2.0 M HCl solution in Et2O, CH2Cl2, rt, 3 h; (c) methyl 2-chloro-6-methylpyrimidine-4-carboxylate, i-Pr2NEt, DMF, 60 °C, 16 h; (d) (i) LiOH·H2O, H2O, THF, rt, 16 h; (ii) 2 N aq HCl.