Synthetic Route of 27258-33-9,Some common heterocyclic compound, 27258-33-9, name is 1-Methyl-1H-pyrazole-5-carbaldehyde, molecular formula is C5H6N2O, 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.
To a stirred solution of 2-Methyl- 2H-pyrazole-3-carbaldehyde (1.00 g, 0.0099 mol) in toluene (30 mL) was added Wittig salt (3.37 g, 0.0099 mol) at room temperature. To this resulted suspension was added DBU (1.52 mL, 0.0099 mole) drop wise and heated to reflux for 3 h. After completion of reaction toluene was distilled off completely under vacuum. Resulted crude oily mass was purified on combi flash. Pure Evaporation of solvent afforded compound 2 (0.450 g, 41.32% yield) as White Solid.Analytical data IH NMR (400 MHz, CDC13) delta: 3.93 (s, 3H), 5.75, 5.79 (s, s, IH total), 6.56- 6.57 (d, IH), 7.26, 7.30 (s, s, IH total), 7.46-7.47 (d, IH)
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Methyl-1H-pyrazole-5-carbaldehyde, its application will become more common.
Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; TAIT, Bradley; CULLEN, Matthew; WO2014/210159; (2014); A1;,
Pyrazole – Wikipedia,
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