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. Author manuscript; available in PMC: 2013 Jul 15.
Published in final edited form as: Bioorg Med Chem Lett. 2012 Jun 6;22(14):4579–4584. doi: 10.1016/j.bmcl.2012.05.107

Scheme 1.

Scheme 1

Synthetic route of 4. Reagents and conditions: (a) NH2NH2, n-BuOH, 130 °C, overnight, 98%; (b) cyclopropanecarbonyl chloride, pyridine, 0 °C, 77%; (c) (3-(ethoxycarbonyl)phenyl)boronic acid, Pd(dppf)CI2, Na2CO3 (1 N, aq.). dioxane, 100 °C, 80%; (d) LiOH, THF/MeOH/H2O; (e) 4-((4-ethylpiperazin-1-yl)methyl)-3-(trifluoromethyl)aniline, HATU, DIEA, DMSO, 45%.