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. Author manuscript; available in PMC: 2019 Nov 9.
Published in final edited form as: J Med Chem. 2018 Jun 29;61(13):5623–5642. doi: 10.1021/acs.jmedchem.8b00375

Scheme 2.

Scheme 2.

Synthesis of series 5 analogs.

(a) PdCl2(dppf)CH2Cl2, ArB(OH)2 or ArBpin, CH3CN, aq. K2CO3, 95 °C, 1–16 h; (b) R1NH2, NaBH(OAc)3, HOAc, DCE, rt, 2 h; (c) R2COCl, Et3N, CH2Cl2, rt, 2 h or R2CO2H, HATU, DMF, rt, 16–40 h; (d) PdCl2(dppf)CH2Cl2, ArB(OH)2 or ArBpin, CH3CN, aq. K2CO3, 95 °C, 1–16 h; (e) LiAlH4, THF, 0–60 °C.