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. Author manuscript; available in PMC: 2015 Jan 23.
Published in final edited form as: Bioorg Med Chem. 2012 May 23;20(14):4451–4461. doi: 10.1016/j.bmc.2012.05.027

Scheme 1.

Scheme 1

Reagents and conditions: (a) (i) NaNO2, 37% HCl, ethanol, water, 0 °C, 20 min; (ii) ethyl acetoacetate, sodium acetate, ethanol, water, 0 °C, 2 h; (b) ethyl cyanoacetate, ammonium acetate, acetic acid, 170 °C (microwave irradiation), 4 min; (c) S8, morpholine, ethanol, 150 °C (microwave irradiation), 15 min; (d) LiOH•H2O, tetrahydrofuran, water, rt, 16 h; (e) amine, BOP reagent, N,N-diisopropylethylamine, dimethylsulfoxide, rt, 4–16 h.