Electric Literature of 5334-39-4,Some common heterocyclic compound, 5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, molecular formula is C4H5N3O2, 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 solution of tert-butyl 4-(3-methyl-4-nitro-lH- pyrazol-1- yl)piperidine-l- carboxylate and tert-butyl 4-(5-methyl-4-nitro-lH- pyrazol- 1 -yl)piperidine- 1- carboxylate (4.8 g, 15.5 mmol, form step 1) in MeOH (20 mL) was added 10% Pd/C (480 mg), and the resulting mixture was stirred at room temperature under hydrogen atmosphere for 4 hours. The LCMS indicated the starting materials were consumed. After filtration, the filtrate was concentrated to give a mixture of tert-butyl 4-(4-amino-3 -methyl- lH-pyrazol-1- yl) piperidine- 1 -carboxylate and tert-butyl 4-(4-amino-5 -methyl- IH-pyrazol-l-yl) piperidine- 1-carboxylate (4.1 g, Yield: 94%, isomeric ratio: around 5/3 based on HNMR) as light yellow oil. ESI-LCMS (m/z): 281.2 [M+1]
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Methyl-4-nitro-1H-pyrazole, its application will become more common.