Scheme 13. Synthesis of triflate

The Buchwald-Hartwig reaction was performed under a variety of conditions starting with the model compounds and leading up to target substrate. The results are shown in Table 3. There was a 70 % yield obtained in the reaction of triflate 35 with the cyclic secondary amine morpholine using condition A (entry l),32 however the reaction fails with diphenethylamine (entry 2). Changing the base to sodium tert-butoxide (condition B) or the catalyst to Pd2(dba)3 and ligand (condition C) also resulted in no reaction (entries 3 and 4). 

Entry Aryl Compound Amine Condition Ligand % yield of Product 

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