Some common heterocyclic compound, 23170-45-8, name is Methyl 3-methyl-1H-pyrazole-4-carboxylate, molecular formula is C6H8N2O2, 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. HPLC of Formula: C6H8N2O2
A mixture of methyl 3-methyl- 1H-pyrazole-4-carboxylate (250.0 mg, 1.78 mmol), 4- isobutylphenyl boronic acid (412.9 mg, 2.32 mmol), pyridine (282.2 mg, 3.57 mmol) andcopper(II) acetate (486.0 mg, 2.68 mmol) in N,N-dimethylformamide (6 mL) was stirred at 25C for 14 h. The reaction was diluted with EtOAc (120 mL), washed with brine (50 mL x 3), dried over Na2SO4 and concentrated. The residue was purified by prep-TLC (20% EtOAc in petroleum ether, Rf = 0.45) to give methyl 1-(4-isobutylphenyl)-3-methyl-1H-pyrazole-4- carboxylate (350 mg, 72% yield) as a white solid. LCMS (Method 5-95 AB, ESI): tR = 0.996mi [M+Hj = 272.9.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 23170-45-8, its application will become more common.
Reference:
Patent; RQX PHARMACEUTICALS, INC.; GENENTECH, INC.; CHEN, Yongsheng; SMITH, Peter Andrew; ROBERTS, Tucker Curran; HIGUCHI, Robert I.; PARASELLI, Prasuna; KOEHLER, Michael F. T.; SCHWARZ, Jacob Bradley; CRAWFORD, James John; LY, Cuong Q.; HANAN, Emily J.; HU, Huiyong; YU, Zhiyong; (424 pag.)WO2017/84630; (2017); A1;,
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