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. 2018 Sep 14;9(10):1013–1018. doi: 10.1021/acsmedchemlett.8b00283

Scheme 1. Synthesis of Alkylated Indole Inhibitors.

Scheme 1

Reagents and conditions: (a) LiAlH4, THF, reflux, 2 h; (b) Et3N, Boc2O, CH2Cl2, 0 °C to rt, 1 h; (c) NaH, DMF, 0 °C, 30 min to 1 h; (d) RX, DMF, 0 °C to rt, 1 to 2 h; (e) 33% CF3COOH in CH2Cl2, 1 h; (f) ethyl-2-chloroacetamidate·HCl, Et3N, CH3OH, rt, 1 h.