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. 2018 Jul 25;9(8):854–859. doi: 10.1021/acsmedchemlett.8b00289

Scheme 1. Synthesis of Compounds 16–17a–f.

Scheme 1

Reagents and conditions: (i) Quinaldic acid, Ts-Cl, TEA, 50 °C, overnight; (ii) NaOH 30%, rt, 24 h; (iii) NBS, methanol, reflux, 2 h; (iv) (a) 2-methoxyethyl 4-methylbenzenesulfonate or 2-(2-(2-methoxyethoxy)ethoxy)ethyl 4-methylbenzenesulfonate, KOH, THF, N2, 6 h; (b) DCM, trifluoroacetic acid, rt, overnight; (v) 15a–b or 16a–b, K2CO3, acetonitrile, 90 °C, overnight.