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. Author manuscript; available in PMC: 2018 Feb 23.
Published in final edited form as: J Med Chem. 2017 Feb 13;60(4):1343–1361. doi: 10.1021/acs.jmedchem.6b01379

Scheme 11. Synthesis of compound 49f, a structural-isomer analog of lead compound 35.

Scheme 11

(a) Crotonaldehyde, Toluene, 6M HCl, reflux; (b) SeO2, Pyridine, reflux; (c) Pd(OH)2/C, 1M NaOH, MeOH, H2, 25 °C; (d) 2-(Thiazol-2-yl)ethan-1-amine, HATU, Et3N, DMF, 25 °C; (e) p-MBSH, NaH, DMF, 140 °C; (f) m-Cresol, TFA, reflux.