Author: Linlin Zhang; Daizong Lin; Yuri Kusov; Yong Nian; Qingjun Ma; Jiang Wang; Albrecht von Brunn; Pieter Leyssen; Kristina Lanko; Johan Neyts; Adriaan de Wilde; Eric J. Snijder; Hong Liu; Rolf Hilgenfeld
Title: Alpha-ketoamides as broad-spectrum inhibitors of coronavirus and enterovirus replication Document date: 2020_2_10
ID: 7n8p9okf_80
Snippet: Synthesis of compounds 6 (General procedure). Compound 5 (2.7 mmol) was dissolved in 10 mL of dry CH2Cl2. To this solution, 1.5 equiv (1.54 g) of 1-[bis(dimethylamino)methylene]-1H-1,2,3triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (HATU) was added, and the reaction was stirred for 0.5 h at 20 o C. Then compound 3 (500 mg, 2.7 mmol) and TEA (0.70 mL, 5.42 mmol) was added to the reaction. The reaction was stirred for another 6 h. The react.....
Document: Synthesis of compounds 6 (General procedure). Compound 5 (2.7 mmol) was dissolved in 10 mL of dry CH2Cl2. To this solution, 1.5 equiv (1.54 g) of 1-[bis(dimethylamino)methylene]-1H-1,2,3triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (HATU) was added, and the reaction was stirred for 0.5 h at 20 o C. Then compound 3 (500 mg, 2.7 mmol) and TEA (0.70 mL, 5.42 mmol) was added to the reaction. The reaction was stirred for another 6 h. The reaction mixture was poured into 10 mL water. The aqueous solution was extracted with 50 mL of CH2Cl2 (2 × 25 mL) and washed with 50 mL of saturated brine (2 × 25 mL) and dried over Na2SO4. The solvent was evaporated and the crude material purified on silica, eluted with a mixture of CH2Cl2/MeOH (40/1) to give the product 6 (62-84% yield).
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