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. 2020 Jul 24;25(15):3365. doi: 10.3390/molecules25153365

Scheme 1.

Scheme 1

Synthesis of compound 6 analogs. Reagents and conditions: (a) HBTU, HOBt, DIPEA, DMF, 0 °C to room temperature (rt), overnight, 93% for 10, 91% for 11. (b) (1) HNEt2, MeCN, rt, 1 h, quant; (2) 7, HBTU, HOBt, DIPEA, DMF, 0 °C to rt, overnight, 78% for 12, 73% for 13. (c) (1) HNEt2, MeCN, rt, 1 h, quant; (2) HBTU, HOBt, DIPEA, DMF, 0 °C to rt, overnight, 77% for 15, 74% for 16. (d) for 17–20 and 24, (1) HNEt2, MeCN, rt, 1 h, quant; (2) Et3N, CH2Cl2, 0 °C to rt, overnight, 56–78%; for 21–23, HBTU, HOBt, DIPEA, DMF, 0 °C to rt, overnight, 58–64%. Abbreviations: HBTU = 2-(1H-Benzotriazole-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate; HOBt = 1-Hydroxybenzotriazole; DIPEA = N,N-Diisopropylethylamine; and DMF = N,N-dimethylformamide.