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. Author manuscript; available in PMC: 2010 Nov 1.
Published in final edited form as: Bioorg Med Chem Lett. 2009 Sep 9;19(21):6122–6126. doi: 10.1016/j.bmcl.2009.09.010

Scheme 6.

Scheme 6

(Method F). (a) 17, Pd(PPh3)4, Na2CO3, CH3CN, H2O, 90 °C, 6 h; (b) 10% Pd/C, H2 (1 atm), EtOH, 16 h, 67% for two steps; (c) n-BuLi (2 equiv), (Me2SiClCH2)2, THF, − 78 °C, 1 h; (d) n-BuLi (1 equiv), N-Boc-4-piperidone, − 78 °C to rt, 18 h, 58%; e) DMF-DMA, 85 °C, toluene 8 h, then BrCH2C(O)NH-2-Cl-Ph, MeOH, 85 °C, 18 h, 26 – 30%; f) 30% TFA in DCM, 1 h, rt, 82%.