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. 2014 Sep 19;57(20):8664–8670. doi: 10.1021/jm5011397

Scheme 1. Synthesis of 1.

Scheme 1

Reagents and conditions: (a) pyrrolidine, N-Boc-4-piperidone, EtOH, rt, 3 days, 80%; (b) NH4HCO2, EtOH, Pd/C, 2 h, 96%; (c) para-fluorophenylacetyl chloride, Et3N, THF, 2 h, 92%; (d) 6 M HCl, IPA, 2 h, 43%.