Adding a certain compound to certain chemical reactions, such as: 5334-39-4, name is 3-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 5334-39-4, Quality Control of 3-Methyl-4-nitro-1H-pyrazole
A mixture of 3-methyl-4-nitro-lH-pyrazole ( 5 g, 39.34 rnmol), 2-bromoethanoi (9.83 g,78.68 mmol, 5.59 mL) and K2CO3 (16.31 g, 118.02 mmol) in CCN (50 mL) was degassed and purged with N2 for 3 times, and then the mixture was stirred at 80 C for 16 h under N2. The mixture was cooled to 20 C and concentrated under reduced pressure. The residue was poured into ice water (100 mL). The aqueous phase was extracted with EtOAc (3 chi 35 mL). The combined organic phase was washed with brine (35 mL), dried over anhydrous NaaSC^, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE:EtOAc = 2: 1), to give 2-(5-methyl-4-nitro-pyrazol- 1 -yl)ethanol and 2-(3-methyl-4-nitro-pyrazol-1-yl)ethanol as a yellow oil. LCMS: RT 0.161 min, m/z = 172.2 [M+H]~. -1 NMR (400 MHz, CDC13): delta 8.20 (s, 1 H), 8.03 (s, 1 H), 4.14 – 4.22 (rn, 4 H), 3.94 – 4.03 (m, 4 H), 3.07 (d, 1=5.27 Hz, 2 H), 2.64 (s, 3 H), 2.47 (s, 3 H).To a solution of 2-(5-methyl-4-nitro-pyrazol-l-yl)ethanol (19-2, 4.26 g, 24.89 mmol,), 2-(3-methyl-4-nitro-pyrazol-l-yl)ethanol and Cul (948 mg, 4.98 mmol,) in CH3CN (100 mL) was added a solution of 2,2-difluoro-2-fiuorosulfonyl-acetic acid (6.65 g, 37.34 mmol, 3.87 mL) in CH3CN (10 mL) dropwise at 55 C over a period of 30 min under N2. The reaction mixture was stirred at 55 C for another 2 h. The mixture was cooled to 20 C and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (PE:EtOAc = 5: 1 ), to give a mixture of l-[2- (difluoromethoxy)ethyl] -5 -methyl -4-nitro-pyrazole and 1 – [2-(difiuoromethoxy)ethyl -3 -methyl -4-nitro- pyrazole as a yellow oil. LCMS: RT 0.707 min, m/z = 222.1 [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, 3-Methyl-4-nitro-1H-pyrazole, other downstream synthetic routes, hurry up and to see.
Reference:
Patent; DENALI THERAPEUTICS INC.; ESTRADA, Anthony A.; FENG, Jianwen A.; LYSSIKATOS, Joseph P.; SWEENEY, Zachary K.; DE VICENTE FIDALGO, Javier; (271 pag.)WO2017/87905; (2017); A1;,
Pyrazole – Wikipedia,
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