Category: 309740-49-6

Application of 309740-49-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 309740-49-6 name is Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a solution of 15a (3.57 g, 16.8 mmol) in MeOH (60 mL) wasadded Pd/C (50% wet, 0.178 g), and the mixture was stirred at room temperature for 2 h under hydrogen atmosphere. The insolublematerials were filtered off by using a pad of Celite, and the Celitewas washed with MeOH. The filtrate was concentrated in vacuo.The residue was diluted with EtOAc, washed with brine, dried overMgSO4, and filtered. The filtrate was concentrated in vacuo toafford 16a

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Kojima, Takuto; Asano, Yasutomi; Kurasawa, Osamu; Hirata, Yasuhiro; Iwamura, Naoki; Wong, Tzu-Tshin; Saito, Bunnai; Tanaka, Yuta; Arai, Ryosuke; Yonemori, Kazuko; Miyamoto, Yasufumi; Sagiya, Yoji; Yaguchi, Masahiro; Shibata, Sachio; Mizutani, Akio; Sano, Osamu; Adachi, Ryutaro; Satomi, Yoshinori; Hirayama, Megumi; Aoyama, Kazunobu; Hiura, Yuto; Kiba, Atsushi; Kitamura, Shuji; Imamura, Shinichi; Bioorganic and Medicinal Chemistry; vol. 26; 9; (2018); p. 2452 – 2465;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 309740-49-6, name is Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate

General procedure: To a solution of intermediate 488 (2.26 g, 9.45 mmol) in dry DCM (25.4 mL) was added dropwise diisobutylaluminium hydride (3.62 mL, 20.31 mmol) at – 50 C. The reaction mixture was stirred at – 50 C for 3 h then at rt for 2 h. The mixture was acidified at 0 C with a 3N aqueous solution of HCl and diluted with Et20. The organic layer was separated, washed with a IN aqueous solution of HCl, then twice with brine, dried over MgS04 and evaporated in vacuo. The residue (2.17 g) was purified by column chromatography on silica gel (irregular SiOH, 40 muiotaeta, 40 g, mobile phase: heptane/EtOAc, gradient from 100:0 to 60:40). The pure fractions were combined and the solvent was evaporated to give 536 mg of intermediate 489 (27% yield).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; STANSFIELD, Ian; QUEROLLE, Olivier, Alexis, Georges; LIGNY, Yannick, Aime, Eddy; GROSS, Gerhard, Max; JACOBY, Edgar; MEERPOEL, Lieven; GREEN, Simon, Richard; HYND, George; KULAGOWSKI, Janusz, Jozef; MACLEOD, Calum; MANN, Samuel, Edward; (472 pag.)WO2018/2217; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 309740-49-6, name is Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate, 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 309740-49-6, Recommanded Product: Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate

(3) Compound(1)(17.0 g) was added to 28% ammonia water(285 mL) and the mixture was stirred at 60C for 6 hours. After standing to cool, the reaction solution was concentrated under reduced pressure to give Compound(2)(16.0 g) as a colorless solid. ESI-MS(m/e):169[M-H]-.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; EP1970373; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 309740-49-6, A common heterocyclic compound, 309740-49-6, name is Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate, molecular formula is C6H7N3O4, 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.

B) Methyl 4-amino-1-methyl-1H-pyrazole-5-carboxylate To a solution of methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate (8.62 g) in methanol (100 mL), palladium-carbon (10%) (0.86 g) was added, and the mixture was stirred at room temperature for 4 hours in a hydrogen atmosphere (40 psi). Palladium-carbon was filtered off, and then, the filtrate was concentrated to obtain the title compound (4.71 g). 1H NMR (400 MHz, CDCl3) delta 3.91 (3H, s), 4.03 (3H, s), 4.15 (2H, brs), 7.07 (1H, s).

The synthetic route of 309740-49-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; ASANO, Yasutomi; KOJIMA, Takuto; KURASAWA, Osamu; WONG, Tzu-Tshin; HIRATA, Yasuhiro; IWAMURA, Naoki; SAITO, Bunnai; TANAKA, Yuta; ARAI Ryosuke; IMAMURA, Shinichi; YONEMORI, Kazuko; MIYAMOTO, Yasufumi; KITAMURA, Shuji; SANO, Osamu; (222 pag.)EP3287441; (2018); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 309740-49-6,Some common heterocyclic compound, 309740-49-6, name is Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate, molecular formula is C6H7N3O4, 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.

Methyl 1 -methyl-4-nitro-1 H-pyrazole-5-carboxylate (10 g, 51.31 mmol, 1. eq.) and palladium carbon (11.50 g, 103 mmol, 2.00 eq) was suspended in methanol (100 ml_). The resulting solution was stirred under hh atmosphere for 16 h at 25 C. The solids were filtered. The resulting mixture was concentrated under vacuum. The residue was purified by column chromatography (Method A). Methyl 4-amino-i -methyl-i H-pyrazole-5-carboxylate was isolated as a pink solid, (9 g, quant); LCIMS (Method J): Rt 0.64i mi [MH]+ i56.i mlz.

The synthetic route of 309740-49-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; BURGDORF, Lars; TSAKLAKIDIS, Christos; (177 pag.)WO2020/49017; (2020); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 309740-49-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 309740-49-6 name is Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

General procedure: To a solution of 15a (3.57 g, 16.8 mmol) in MeOH (60 mL) wasadded Pd/C (50% wet, 0.178 g), and the mixture was stirred at room temperature for 2 h under hydrogen atmosphere. The insolublematerials were filtered off by using a pad of Celite, and the Celitewas washed with MeOH. The filtrate was concentrated in vacuo.The residue was diluted with EtOAc, washed with brine, dried overMgSO4, and filtered. The filtrate was concentrated in vacuo toafford 16a

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Kojima, Takuto; Asano, Yasutomi; Kurasawa, Osamu; Hirata, Yasuhiro; Iwamura, Naoki; Wong, Tzu-Tshin; Saito, Bunnai; Tanaka, Yuta; Arai, Ryosuke; Yonemori, Kazuko; Miyamoto, Yasufumi; Sagiya, Yoji; Yaguchi, Masahiro; Shibata, Sachio; Mizutani, Akio; Sano, Osamu; Adachi, Ryutaro; Satomi, Yoshinori; Hirayama, Megumi; Aoyama, Kazunobu; Hiura, Yuto; Kiba, Atsushi; Kitamura, Shuji; Imamura, Shinichi; Bioorganic and Medicinal Chemistry; vol. 26; 9; (2018); p. 2452 – 2465;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 309740-49-6, A common heterocyclic compound, 309740-49-6, name is Methyl 1-methyl-4-nitro-1H-pyrazole-5-carboxylate, molecular formula is C6H7N3O4, 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.

1-methyl-4-nitro-1H-pyrazole-5-carboxylate(1.0 g, 5.4 mmol) was dissolved in methanol (30 mL)Palladium on carbon (100 mg),Access to hydrogen,25 C for 3 hours,filter,The filtrate was concentrated in vacuo to give the product(0.8 g, yield: 95.2%).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 309740-49-6 as follows. category: pyrazoles-derivatives

Compound 7: 10% wt. Pd/C (0.15 g, 0.14 mmol) was added to a solution containing 6 (0.26 g, 1.4 mmol) in 10 mL of methanol. The mixture was stirred under a hydrogen atmosphere at ambient temperature. After 3 hours, the reaction mixture was filtered thru a plug of Celite. The resulting filtrate was concentrated under reduced pressure to afford 7 (0.20 g, 91%), ES (+) MS m/e=156 (M+1).

According to the analysis of related databases, 309740-49-6, the application of this compound in the production field has become more and more popular.