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. Author manuscript; available in PMC: 2013 Oct 25.
Published in final edited form as: J Med Chem. 2012 Oct 8;55(20):8807–8826. doi: 10.1021/jm3011146

Scheme 3.

Scheme 3

Synthesis of compounds 6, 8, 10 and 12a

aReagents and conditions: (a) R1-X, Cs2CO3, MeCN, reflux, 12 h, 32-99 %; (b) R2-SO2Cl, Et3N, DMAP, THF, reflux, 5 h or 100 °C, 3 h, MW, 35-78 %; (c) R3-NCO, Et3N, DMAP, THF, 100 °C, MW, 10 h, 51-81 %; (d) LiOH, MeOH, THF, H2O, 12 h, 21-85%; (e) 6M HCl, THF, rt, 5 days, 80 %; (f) hexyl chloroformate, Et3N, DMAP, THF, 100 °C, 3 h, MW, 85 %; (g) 6M HCl, THF, rt, 3 days, 55 %.