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. 2021 May 4;64(9):5429–5446. doi: 10.1021/acs.jmedchem.0c01601

Scheme 1. Synthesis of New Compounds 9, 11, 13, 14, 16–18, and 20–23.

Scheme 1

Reagents and conditions: (a) 4-(trifluoromethyl)phenyl isothiocyanate (8), Et3N, DCM, overnight (b) p-tolyl chloroformate (10), Et3N, DCM, overnight; (c) 2,3,4-trifluorophenyl isocyanate (12), DCM, overnight; (d) Triphosgene, sat. NaHCO3, DCM, 30 min; (e) 1-acetyl-4-aminopiperidine (15), DCM, overnight; (f) 4-((trans-4-aminocyclohexyl)oxy)benzoic acid hydrochloride20 (19), Et3N, DMF, overnight. See the Experimental Section and the Supporting Information for further details.