These common heterocyclic compound, 35691-93-1, name is Ethyl 3,5-dimethyl-1H-pyrazole-4-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. Product Details of 35691-93-1
A solution of 2-(3-chloro-5-fluorobenzyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2H-indazole obtained in Reference Example 69 (330 mg, 0.85 mmol), ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate (172 mg, 1.02 mmol) and copper(II) acetate monohydrate (85 mg, 0.43 mmol) in pyridine (4.3 mL) was stirred overnight at 80C. The reaction mixture was allowed to cool to room temperature, and diluted with saturated brine and ethyl acetate. The mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate= 90:10?67:33) to give the title compound (271 mg, yield 74%). 1H-NMR (CDCl3) delta : 1.40 (3 H, t, J = 7.1 Hz), 2.54 (3 H, s), 2.57 (3 H, s), 4.35 (2 H, q, J = 7.1 Hz), 5.54 (2 H, s), 6.84 – 6.92 (1 H, m), 6.98 – 7.10 (3 H, cm), 7.33 – 7.41 (1 H, m), 7.78 (1H, dd, J = 8.8, 0.5 Hz), 8.01 (1 H, s).
The synthetic route of Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate has been constantly updated, and we look forward to future research findings.