Category: 3994-50-1

Electric Literature of 3994-50-1,Some common heterocyclic compound, 3994-50-1, name is 1-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.

Example 317 3-amino-6-bromo-N-(1-methyl-1H-pyrazol-4-yl)picolinamide 317 1-Methyl-4-nitro-1H-pyrazole (1.62 g, 12.7 mmol) was dissolved in methanol (250 mL) and hydrogenated on H-Cube at 60 bar hydrogen pressure and 70 C. to give 1-methyl-1H-pyrazol-4-amine (1.23 g, 99%). To a 100 mL round bottom flask containing 1-methyl-1H-pyrazol-4-amine (700 mg, 7.0 mmol), 3-amino-6-bromopicolinic acid (1.86 g, 8.5 mmol) and PyBop (4.12 g, 8.0 mmol) was added methylene chloride (30 mL) and diisopropylethylamine (3.8 mL, 21.6 mmol). The reaction mixture was stirred for 24 hr at room temperature and the reaction was monitored by LCMS. Upon completion of the reaction, the solvent was distilled off and the crude material was purified via flash chromatography, heptane/ethyl acetate 0% to 100% to afford a yellow solid. A fraction of it was purified via reverse phase HPLC to afford 317. 1H NMR (400 MHz, DMSO) delta 10.25 (s, 1H), 8.03 (s, 1H), 7.70 (s, 1H), 7.43 (d, J=8.7 Hz, 1H), 7.19 (d, J=8.7 Hz, 1H), 7.02 (br, 2H), 3.81 (s, 3H). MS (ESI) m/z: 296.0/298.0 [M+H+].

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-4-nitro-1H-pyrazole, its application will become more common.

Application of 3994-50-1,Some common heterocyclic compound, 3994-50-1, name is 1-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.

General procedure: 80% hydrazine hydrate (1 mL) and 10% palladium charcoal (0.04 g) were added to a solution of 2a (2 mmol) in ethanol (5 mL). The reaction was hated to 80C for 10 min and filltered by celite. The filtrate was dried by sodium sulfate, and concentrated in vacuum to afford compound 3a, which were used without further purification.

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-4-nitro-1H-pyrazole, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 3994-50-1, name is 1-Methyl-4-nitro-1H-pyrazole, belongs to pyrazoles-derivatives compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 3994-50-1, Recommanded Product: 1-Methyl-4-nitro-1H-pyrazole

To a N2 flushed pressure vial was added (S)-tert-butyl (1-(4-chloropyridin-2-yl)but-3-en-1-yl)carbamate, prepared as described in Intermediate 23, (3.0 g, 10.61mmol), 1 -methyl-4-nitro- 1H-pyrazole (1 .348 g, 10.61 mmol), di(adamant- 1 -yl)(butyl) phosphine (1.141 g, 3.18 mmol), PvOH (0.369 ml, 3.18 mmol), K2C03 (4.40 g, 31.8 mmol) and DMF (21 mL). The reaction mixture was purged with N2 for 5 mm and Pd(OAc)2 (0.476 g, 2.122 mmol) was added. The reaction mixture was purged with N2.The vial was sealed and heated at 120 C for 4 h. The reaction mixture was cooled to rt and partitioned between 10% aqueous LiC1 (15 mL) and EtOAc (30 mL). The aqueous layer was extracted with EtOAc (2 x 20 mL) and the combined organic layers were washed with brine (15 mL), dried over MgSO4, filtered and concentrated. The crude product was then purified using normal phase chromatography to yield (S)-tert-butyl (1-(4-( 1 -methyl-4-nitro- 1H-pyrazol-5 -yl)pyridin-2-yl)but-3 -en-i -yl)carbamate (1.2 g, 29% yield) as a brown oil. MS(ESI) m/z: 374.4 (M+H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1-Methyl-4-nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.