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. 2018 Aug 22;33(1):1199–1211. doi: 10.1080/14756366.2018.1466881

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© 2018 The Author(s). Published by Informa UK Limited, trading as Taylor & Francis Group.

This is an Open Access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Scheme 1. — Synthesis of compounds 5a∼5l. 5a: R = 2,4-difluorobenzoyl 5b: R = 2,6-difluorobenzoyl 5c: R = 2-chloro-6-fluorobenzoyl 5d: R = 3-fluorobenzoyl 5e: R = 2-nitrobenzoyl 5f: R = 4-trifluoromethyl 5g: R = 4-nitrobenzoyl 5h: R = 4-chlorobenzoyl 5i: R = isonicotinoyl 5j: R = benzoyl 5k: R = 3,5-dinitrobenzoyl 5l: R = 5-chloro-2-nitrobenzoyl. Reagent and conditions: (A) K₂CO₃, DMF, CH₃I, r.t. 48 h; (B) 5% HCl, 95% ethanol, reflux, 2 h; (C) Br(CH₂)₄Br, acetone, K₂CO₃, reflux, 12 h; (D) K₂CO₃, DMF, Piperazine, r.t. 12 h; (E) HATU, DCM, RCOOH, r.t. 12 h.