Extracurricular laboratory: Synthetic route of 687635-04-7

According to the analysis of related databases, 687635-04-7, the application of this compound in the production field has become more and more popular.

Synthetic Route of 687635-04-7, 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 687635-04-7 as follows.

A solution of sodium hydrogen carbonate(0.364 g, 4.33 mmol) in H2O (3 ml) was slowly added to a stirredsolution of (3-(1H-pyrazol-1-yl)phenyl)methanamine sulfate (0.47 g, 1.73 mmol)in dichloromethane (8 ml) at 0C. A solution of cyanogen bromide (0.148 g, 4.52 mmol)in dichloromethane (3 ml) was then added to the reaction mixture at 0C. The mixturewas stirred at 0C for 30 minutes, allowed to come to ambient temperature andstirred for an additional 2 hours. The layers were separated, the dichloromethane extractwas washed with saturated sodium hydrogen carbonate solution (25 mL), saturatedsodium chloride solution (25 mL), dried over MgSO4 and evaporated in vacuoto a residue. The crude product was purified by flash silica chromatography,elution 20% ethyl acetate in heptane to give N-(3-(1H-pyrazol-1-yl)benzyl)cyanamide (0.261 g, 76%) as a whitesolid.1H NMR (400MHz, CDCl3) delta 7.93 (d, J = 2.5 Hz, 1H), 7.68 – 7.74 (m, 2H),7.62 (ddd, J = 8.1, 2.1, 0.8 Hz, 1H), 7.46 (t, J = 7.9 Hz, 1H),7.24 – 7.3 (m, 1H), 6.26 – 6.64 (m, 1H), 4.35 (s, 1H), 4.29 (d, J = 4.5Hz, 2H).

According to the analysis of related databases, 687635-04-7, the application of this compound in the production field has become more and more popular.