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. Author manuscript; available in PMC: 2013 Jul 15.
Published in final edited form as: Bioorg Med Chem Lett. 2012 May 24;22(14):4864–4868. doi: 10.1016/j.bmcl.2012.05.039

Scheme 2.

Scheme 2

Reagents and conditions: (a) X = Br, I: NXS, CH2Cl2, rt, 30 min; X = Cl: NCS, 40 °C, 15 h; X = F, NFSI, NaHCO3, CH2Cl2/acetone (1:1), 50 °C. (b) 6 N HCl, CH3OH, 50 °C, 5 h; (c) HOOC-CH[CH(CH3)2]-NHCOOCH3, EDC, HOBt, DIPEA, 0 °C – rt, 15 h; (d) R-Sn(Bu)3, Pd(PPh3)2Cl2, dioxane, 80 °C, overnight.