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. 2021 Jan 20;12(2):195–201. doi: 10.1021/acsmedchemlett.0c00443

Scheme 1. Synthesis of Compound 18.

Scheme 1

Reagents and conditions: (a) SeO2, 1,4-dioxane, 80 °C, 16 h; (b) NH2OH·HCl, K2CO3, CH3OH, rt, 2 h; (c) NCS, DMF, rt, 16 h; (d) 3-bromo-4-fluoroaniline, EtOH, rt, 3 h; (e) 4 M HCl in 1,4-dioxane, 2 h; (f) tert-butyl chlorosulfonylcarbamate, Et3N, DCM, 0 °C, 1 h; (g) 4 M HCl in 1,4-dioxane, MeOH, rt, 1 h.