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. Author manuscript; available in PMC: 2014 Nov 1.
Published in final edited form as: Bioorg Med Chem. 2013 Aug 13;21(21):10.1016/j.bmc.2013.08.006. doi: 10.1016/j.bmc.2013.08.006

Scheme 3.

Scheme 3

Regents and conditions: (i) 2-chloro-6-(tri-n-butylstannyl)pyrazine, Pd(PPh3)4, xylene, 120 °C; (ii) Pd(PPh3)4, Na2CO3, toluene, 80 °C; (iii) (a) LiN(TMS)2, THF; (b) HCl(gas), EtOH; (iv) NH2OH-HCl, KOt-Bu, DMSO; (v) LiOH, (CH3)2SO4, DMF.