Reference of 16042-25-4, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 16042-25-4 as follows.
A mixture of 3-(N-hydroxycarbamidoyl)-piperidine-l -carboxylic acid tert-butyl ester (0.25 g, 1.03 mmol, prepared as described in Example 5 (C)), lH-imidazole-2- carboxylic acid (116 mg, 1.03 mmol), HOBT (161 mg, 1.05 mmol), EDCLHCl (0.3 g, 1.55 mmol) and dry triethylamine (0.29 mL, 2.05 mmol) in dry DCM (10 mL) was stirred for 4h at ambient temperature, under nitrogen atmosphere. The solution was then concentrated under vacuum and the crude was purified on silica gel (eluent: DCM: MeOH 20:1) to afford 100 mg of 3-{[(hydroxyimino]-[(lH-imidazole-2- carbonyl)-amino] -methyl }-piperidine-l -carboxylic acid tert-butyl ester (yield: 29%; LCMS (RT): 2.54 min (Method B); MS (ES+) gave m/z: 357.95 (MH+).).A solution of 3-{[(hydroxyimino]-[(lH-imidazole-2-carbonyl)-amino]- methyl}-piperidine-l-carboxylic acid tert-butyl ester (0.1 g, 0.3 mmol) and DIEA (0.043 mL, 0.3 mmol) in MeCN (4 mL) was heated for 30 min at 150 in a sealed tube under microwave irradiation. Upon cooling a white solid precipitated which was collected by filtration to afford 43 mg of the title compound.Yield: 45% (white solid); LCMS (RT): 2.97 min (Method B); MS (ES+) gave m/z: 320.1 (MH+). EPO
According to the analysis of related databases, 16042-25-4, the application of this compound in the production field has become more and more popular.