Introduction of a new synthetic route about Methyl 1H-pyrazole-3-carboxylate

According to the analysis of related databases, 15366-34-4, the application of this compound in the production field has become more and more popular.

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 15366-34-4 as follows. 15366-34-4

A mixture of 3-[4-(bromomethyl)phenyl]-5-(trifluoromethyl)-1 ,2,4-oxadiazole (5.0 g, 16.3 mmol), methyl 1 H-pyrazole-3-carboxylate (3.08 g, 24.4 mmol) and potassium carbonate (3.29 g, 32.5 mmol) in acetonitrile (81 mL) was heated at 25C for 4 hours. The white suspension was filtered to remove the solids and the filtrate solution was then concentrated under reduced pressure. The resultant crude residue was purified by flash chromatography on silica gel (cyclohexane:ethyl acetate eluent gradient 99:1 to 35:65) to afford 3.90 g of the title compound as a white solid. LC/MS (Method A) retention time = 1.02 minutes, 353 (M+H). (0725) NMR (400 MHz, CDCI3) delta ppm: 8.12 (d, 2H), 7.49 (d, 1 H), 7.39 (d, 2H), 6.89 (s, 1 H), 5.51 (s, 2H), 3.98 (s, 3H). methyl 2-[[4-[5-(trifluoromethyl)-1 ,2,4-oxadiazol-3-yl]phenyl]methyl]pyrazole-3-carboxylate (Compound 5.2 of Table T5) was isolated as a byproduct in form of a white solid (1.53 g). LC/MS (Method A) retention time = 1 .1 1 minutes, 353 (M+H). (0726) NMR (400 MHz, CDCIs) delta ppm: 8.05 (d, 2H), 7.55 (s, 1 H), 7.40 (d, 2H), 6.95 (s, 1 H), 5.35 (s, 2H), 3.85 (s, 3H).

According to the analysis of related databases, 15366-34-4, the application of this compound in the production field has become more and more popular.