These common heterocyclic compound, 1031351-95-7, name is Methyl 3-formyl-1-methyl-1H-pyrazole-5-carboxylate, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C7H8N2O3
To a solution of methyl 3-formyl-1-methyl-1H-pyrazole-5-carboxylate (Bellen Chem;1 g, 5.95 mmol) in CH2Cl2 (30 mL) at 0 C was added bis-(2-methoxyethyl)aminosulfur- trifluoride (3.29 mL, 17.8 mmol) in CH2Cl2 (5 mL) dropwise via syringe pump over 40 minutes. The mixture was allowed to stir at 0 C for 20 minutes, then the ice-bath was removed, and the mixture was allowed to warm to ambient temperature. The mixture was then allowed to stir for an additional 90 minutes and was quenched by slow addition of saturated, aqueous NaHCO3 (25 mL) added via syringe pump over 1 hour. The mixture was diluted with CH2Cl2 (15 mL), then the layers were separated, and the aqueous layer was extracted with CH2Cl2 (3 × 7 mL). The combined organic fractions were dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure. The residue was purified via column chromatography (SiO2, 50% ethyl acetate/heptanes) to give the title compound (1.01 g, 5.31 mmol, 89% yield). MS (ESI+) m/z 191 (M+H)+.
The synthetic route of Methyl 3-formyl-1-methyl-1H-pyrazole-5-carboxylate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; CALICO LIFE SCIENCES; ABBVIE, INC.; SIDRAUSKI, Carmela; PLIUSCHEV, Marina; FROST, Jennifer, M.; BLACK, Lawrence, A.; XU, Xiangdong; SWEIS, Ramzi, Farah; SHI, Lei; ZHANG, Qinwei, I.; TONG, Yunsong; HUTCHINS, Charles, W.; CHUNG, Seungwon; DART, Michael, J.; (661 pag.)WO2017/193063; (2017); A1;,
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