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. Author manuscript; available in PMC: 2016 Apr 23.
Published in final edited form as: J Med Chem. 2015 Apr 13;58(8):3593–3610. doi: 10.1021/acs.jmedchem.5b00279

Scheme 1. Synthesis of 5-(2-Phenylethyl)-3-pyridinecarboxylic acid (2f)a.

Scheme 1

aReagents and conditions: (a) phenylacetylene, Pd(OAc)2, CuI, DIPEA, triphenylphosphine, acetonitrile, reflux 16 h, stirring under N2, 82%; (b) H2, Pd on C, EtOAc/methanol 10 h, 82%; (c) NaOH, CH3OH, 18 h ii) HCl, 71%.