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. Author manuscript; available in PMC: 2014 Feb 1.
Published in final edited form as: Bioorg Med Chem. 2012 Dec 6;21(3):632–642. doi: 10.1016/j.bmc.2012.11.047

Scheme 2.

Scheme 2

Synthesis of 8 series. a) CH3I, NaH (60% oil suspension), DMF, 0 °C, 1 h; b) i. aq. NaOH (3N), THF/MeOH, r.t, 36 h; ii. HCl (2N); c) EtI or i-PrI, K2CO3, acetone, reflux, 4 h; d) NH2Me, MeOH, rt, 4 days; e) LiBH4, THF, MeOH, rt, 2 h; f) CH3I, NaH (60% oil suspension), THF, rt, 2 h; g) NaN3, Et3N·HCl, toluene, reflux, 36 h; h) Me2SO4, K2CO3, acetone, reflux, 5 h.