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. Author manuscript; available in PMC: 2014 May 1.
Published in final edited form as: ChemMedChem. 2013 Mar 18;8(5):847–857. doi: 10.1002/cmdc.201300007

Scheme 3.

Scheme 3

Synthesis of intermediates 10 and 11 used in subsequent coupling reactions to afford analogs 3947. Reaction conditions: (a) thiourea, EtOH; (b) cyclopropanecarbonyl chloride, (iPr)2EtN, CH2Cl2; (c) Bis (pinacolato)diboron, Pd (dppf)2Cl2, KOAc, dioxane, 80 °C; (d) For compounds 39-41 from 10: ArB(OH)2, 1,4-dioxane, K3PO4, Pd2(dba)3, tricyclohexylphosphine, microwave (150 °C, 30 min); (e) For compounds 42-47 from 11: ArBr, Pd(dppf)2Cl2, K2CO3, 1,4-dioxane/water (5:1), 80 °C, overnight.