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. 2019 Sep 5;10(3):512–528. doi: 10.1016/j.apsb.2019.08.009

Scheme 1.

Scheme 1

Synthesis of compounds I (140). Reagents and conditions: (i) diethyl malonate, EtONa, rt, 14 h; (ii) hydrazine hydrate, EtOH, reflux, 3 h; (iii) NCS, CH3CN, DMF, 55 °C, 15 h; (iv) LiAlH4, THF, 0 °C, 3 h; (v) PBr3, or (Ph)3P, Br2 CH3CN, reflux, or rt, 2 h; (vi) (a) MgCl2, Et3N, CH3CN, rt, 2 h; (b) CDI, rt, overnight then reflux, 2 h; (vii) thiourea, EtONa, EtOH, reflux, 6 h; (viii) DMF, K2CO3, rt, 3–12 h.