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. Author manuscript; available in PMC: 2015 Aug 1.
Published in final edited form as: Bioorg Med Chem Lett. 2014 Jun 11;24(15):3307–3314. doi: 10.1016/j.bmcl.2014.06.003

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Scheme 2. Reagents and conditions: (a) 3-fluoro-5-hydroxypyridine or 5-hydroxypyrimidine, K2CO3, DMF, microwave, 120 °C (51% for 23; 62% for 24); (b) H2NCO tBu, NaO2 tBu, Pd2(dba)3·CHCl3, tBuXPhos, PhMe (46% for 25; 64% for 26); (c) For 25 27, TFA, CH2Cl2 (96%); (d) For 26 28, 4N HCl in dioxane (100%); (e) RCO2H, EDC, DMAP, CH2Cl2 or RCO2H, HATU, DIEA, CH2Cl2, DMF or RCO2H, POCl3, pyridine or RCOCl, DMAP, CH2Cl2 (30–80%).