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. 2019 Apr 15;29(8):1023–1029. doi: 10.1016/j.bmcl.2019.01.035

Scheme 1.

Scheme 1

Reagents and conditions: (a) N, N-dimethylformamide dimethyl acetal, ethanol r.t, (75%); (b) 4 tert-butyl 4-hydrazinopiperidine-1-carboxylate, ethanol, reflux., (27%); (c-e) Bredereck’s, toluene reflux; 3,4-dichlorophenyl)methanamine, acetic acid, toluene; sodium ethoxide, ethanol (3 steps 85%) (f) Sodium hydroxide, ethanol r.t. (84%),(g) HATU, N,N-diisopropylethylamine, DMF, r.t., (83%), (h) TFA, DCM r.t. (52%).