Category: 1355249-29-4

Electric Literature of 1355249-29-4, A common heterocyclic compound, 1355249-29-4, name is Ethyl 4-iodo-1-(4-methoxybenzyl)-1H-pyrazole-3-carboxylate, molecular formula is C14H15IN2O3, 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.

Example 15, Step D[00156] To a solution of 2-isopropoxy-4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolane (14.5 g, 77.2 mmol) and compound 15d (10 g, 25.9 mmol) in THF (10 mL) at -78 C was added n-BuLi (30 mL, 2.5 M in hexane, 75 mmol). The reaction mixture was stirred for 2 hrs at -78C, quenched with water and extracted with EtOAc (2 x 50 mL). The combined organic layers were dried over MgS04, filtered and concentrated in vacuum to give the crude product 15e (10 g, 100%) used directly without purification.

The synthetic route of 1355249-29-4 has been constantly updated, and we look forward to future research findings.

Application of 1355249-29-4, These common heterocyclic compound, 1355249-29-4, name is Ethyl 4-iodo-1-(4-methoxybenzyl)-1H-pyrazole-3-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.

Step A: ethyl 1-(4-methoxybenzyl)-4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-3-formate Under the protection of nitrogen gas, to a solution of ethyl 4-iodo-1-(4-methoxybenzyl)-1H-pyrazol-3-formate (1.0 g, 2.6 mmol, 1.0 eq., prepared from the step C of Example 26), diboronic acid pinacol ester (0.7 g, 2.8 mmol, 1.1 eq.) and potassium acetate (0.76 g, 7.8 mmol, 3.0 eq.) in DMSO (30 mL) was added Pd(dppf)Cl2 (95 mg, 0.13 mmol, 0.05 eq.). The reactants were protected with nitrogen gas and stirred overnight at 80C. After the resulting mixture was cooled to room temperature, the resulting mixture was diluted with water and ethyl acetate, and extracted with ethyl acetate. The combined organic phase was washed with water and brine, dried over sodium sulfate, filtered and concentrated in vacuo to give 3-(ethoxycarbonyl)-1-(4-methoxybenzyl)-1H-pyrazol-4-yl boronic acid pinacol ester (1.2 g) as a crude product.

The synthetic route of 1355249-29-4 has been constantly updated, and we look forward to future research findings.