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. 2019 May 20;10(6):1007–1017. doi: 10.1039/c9md00224c

Scheme 3. Reagents and conditions: (a) Boc2O, DMAP, CH2Cl2/CH3CN, 70 °C, 24 h; (b) hydroxylamine hydrochloride, Et3N, ethanol, 65 °C, 15 h; (c) acetic anhydride, acetic acid, 85 °C, 15 h; (d) tin(ii) chloride, ethanol/ethyl acetate, 70 °C, 6 h; (e) methyl malonyl chloride, K2CO3, CH3CN, 0 °C, 12 h; (f) 4 M HCl in 1,4-dioxane, rt, 15 h; (g) 4,5-dibromo-pyrrole-2-carboxylic acid, oxalyl chloride, CH2Cl2, 15 h, then ii) 24, pyridine, CH2Cl2, rt, 6 h; (h) hydrazine monohydrate, ethanol/tetrahydrofuran, 80 °C, 15 h; (i) 1,1-carbonyldiimidazole, 1,4-dioxane/dimethylformamide, 100 °C, 15 h; (j) 2 M NaOH, THF, rt, 15 h.

Scheme 3