These common heterocyclic compound, 15366-34-4, name is Methyl 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. 15366-34-4
A mixture of methyl liT-pyrazole-3-carboxylate (500.0 mg, 3.96 mmol), 3- methoxyphenyl boronic acid (901.0 mg, 5.9 mmol), Cu(OAc)2 (1.43 g, 7.9 mmol) and TEA (2.7 mL, 19.7 mmol) in DCM (15 mL) was stirred at 40 C for 12 h under 02 atmosphere. The reaction mixture was then filtered. The filtrate was concentrated, and the residue was purified by flash silica gel chromatography (80 g column, EtOAc in petroleum ether from 0% -30%) to give methyl l-(3-methoxyphenyl)-liT-pyrazole-3-carboxylate (190 mg, 21% yield, the higher polarity) as a yellow oil ( LC-MS (ESI+) m/z: 232.9 (M+H)+) and methyl l-(3-methoxyphenyl)-liT-pyrazole-5-carboxylate (30.0 mg, 3% yield) as a yellow solid( LC-MS (ESI+) m/z: 232.9 (M+H)+).
Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 15366-34-4.