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. Author manuscript; available in PMC: 2018 Apr 15.
Published in final edited form as: Bioorg Med Chem Lett. 2017 Mar 10;27(8):1744–1749. doi: 10.1016/j.bmcl.2017.02.070

Scheme 6.

Scheme 6

Reagents and Conditions: (a) CH3SO2Cl, DIPEA, CH2Cl2; (b) NaN3, DMF, 80 °C, 16h, 59% (2 steps); (c) 1:1 2N NaOH/MeOH, 95%; (d) 4-chloroaniline, EDC, DIPEA, DMAP, THF 75%; (e) TFA, CH2Cl2, 99%; (f) 3-(furan-2-yl)benzoic acid, EDC, DIPEA, DMAP, THF, 83%; (g) PPh3, THF/H2O (2:1), 70 °C, 6h, 72%; (h) CH3COCl, Et3N, CH2Cl2, quant. or CH3CO2Cl, Et3N, CH2Cl2, 84%.