Extended knowledge of Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate

The chemical industry reduces the impact on the environment during synthesis Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate. I believe this compound will play a more active role in future production and life.

Application of 637336-53-9, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 637336-53-9, name is Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

C) Methyl 4-[(3-methoxy-3-oxopropyl)amino]-1-methyl-1H-pyrazole-3-carboxylate To a mixture of methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate (7.67 g) and methyl acrylate (5.45 g), acetic acid (0.77 g) was added, and the resulting mixture was stirred at 135C for 1 hour under irradiation with microwave. The reaction mixture was cooled to room temperature and then diluted with ethyl acetate. The reaction mixture was washed with a saturated aqueous solution of sodium bicarbonate and saturated brine and then dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/petroleum ether) to obtain the title compound (6.76 g). 1H NMR (400 MHz, CDCl3) delta 2.61 (2H, t, J = 6.8 Hz), 3.28-3.35 (2H, m), 3.70 (3H, s), 3.87 (3H, s), 3.89 (3H, s), 5.03 (1H, t, J = 6.4 Hz), 6.88 (1H, s).

The chemical industry reduces the impact on the environment during synthesis Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate. I believe this compound will play a more active role in future production and life.

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

Discovery of 4-Nitro-1H-pyrazole

The synthetic route of 2075-46-9 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2075-46-9, name is 4-Nitro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 4-Nitro-1H-pyrazole

A mixture of 4-nitro-1H-pyrazole (1 equiv), 1-bromo-2-methoxyethane (1.05 equiv), potassium carbonate (1.5 equiv) and acetonitrile (0.44 M) was stirred and heated to 60 C. for 6 h. The resultant mixture was evaporated and the residue was purified by flash chromatography (2.5% MeOH in DCM) to afford the desired product as a yellow solid (76% yield). 1H NMR (400 MHz, CHLOROFORM-d1) delta ppm 8.25 (s, 1H), 8.08 (s, 1H), 4.34-4.31 (t, J=4.8 Hz, 2H), 3.77-3.74 (t, J=4.8 Hz, 2H), 3.37 (s, 3H)

The synthetic route of 2075-46-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Signal Pharmaceutical LLC; Calabrese, Andrew Antony; Jeffy, Brandon; Robinson, Dale; Zhu, Dan; Huang, Dehua; Elsner, Jan; Boylan, John; Tehrani, Lida; Nagy, Mark A.; Moghaddam, Mehran Fallah; Raheja, Raj Kumar; Erdman, Paul; Narla, Rama K.; Harris, Roy L.; Tran, Tam Minh; Riggs, Jennifer; Ning, Yuhong; US2014/200206; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

The important role of Methyl 5-nitro-1H-pyrazole-3-carboxylate

According to the analysis of related databases, 181585-93-3, the application of this compound in the production field has become more and more popular.

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 181585-93-3 as follows. name: Methyl 5-nitro-1H-pyrazole-3-carboxylate

[0567] To a solution of 5-nitro-2H-pyrazole-3-carboxylic acid methyl ester (200 mg, 1.17 mmol) in dry THF (10 mL) was added LiBH4 (2.34 mL, 2 M in THF) at 0 C, and the resulting mixture was allowed to warm to room temperature and stirred overnight. The reaction was monitored by TLC. Then the reaction was quenched with H20 (10 mL), and the mixture was extracted with EtOAc (20 mL x3). The combined organic layers were concentrated in vacuum to afford (5-nitro-lH-pyrazol-3-yl)-methanol (154 mg, yield: 92%) as a white solid. [0568] 1H MR (400 MHz, DMSO-6): delta = 13.89 (brs, 1H), 6.86 (d, J = 1.6 Hz, 1H), 5.57 (brs, 1H), 4.53 (s, 2H).

According to the analysis of related databases, 181585-93-3, the application of this compound in the production field has become more and more popular.

Application of 5-Cyclopropyl-1H-pyrazol-3-amine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Cyclopropyl-1H-pyrazol-3-amine, its application will become more common.

Related Products of 175137-46-9,Some common heterocyclic compound, 175137-46-9, name is 5-Cyclopropyl-1H-pyrazol-3-amine, molecular formula is C6H9N3, 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 cold solution of 4,6-dichloropyrimidine-5-carbonitrile (500 mg, 2.87 mmol) in THF (10 mL) was added N,N-diisopropylethylamine (1.00 ml g, 5.75 mmol), followed by a solution of 3-cylopropyl-1-H-pyrazole amine (354 mg, 2.87 mmol) at 0 C. The resulting mixture was stirred at 0 C. for 2 hours. TLC was checked and the reaction was completed. After cooled to room temperature, half-saturated ammonium chloride in water (80 mL) was added and the mixture was stirred at room temperature for 15 min. The resulting solids were collected by filtration, washed by water to afford product compound 2 as yellow solids. (644 mg, 86% yield). 1H NMR (400 MHz, DMSO-d6) delta 12.42 (br, 1H), 10.35 (br, 1H), 8.55 (s, 1H), 6.12 (s, 1H), 1.89 (m, 1H), 0.92 (m, 2H), 0.67 (m, 2H); ESI-MS: calcd for (C11H9ClN6) 260, found 261 (MH+).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Cyclopropyl-1H-pyrazol-3-amine, its application will become more common.

Share a compound : 1-Phenyl-3-pyrazolidinone

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.

Adding a certain compound to certain chemical reactions, such as: 92-43-3, name is 1-Phenyl-3-pyrazolidinone, 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 92-43-3, Quality Control of 1-Phenyl-3-pyrazolidinone

EXAMPLE 2 alpha-Hydroxy-5-oxo-2-phenyl-1-pyrazolidine acetic acid By following the procedure of Example 1 and substituting 1-phenyl-3-pyrazolidinone for 1-[4-(trifluoromethyl)phenyl]-3-pyrazolinone the title compound is obtained in 48% yield, with a melting point of 127-9 C. Analysis for: C11 H12 N2 O4. Calcuated: C, 55.92; H, 5.12; N, 11.86. Found: C, 56.22; H, 5.37; N, 11.76.

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.

Extracurricular laboratory: Synthetic route of 3-Amino-5-phenylpyrazole

The synthetic route of 3-Amino-5-phenylpyrazole has been constantly updated, and we look forward to future research findings.

Synthetic Route of 1572-10-7, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1572-10-7, name is 3-Amino-5-phenylpyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: An oven dried 25 mL RB flaskwas charged with chalcone (1.0 mmol), 3-aminopyrazole (1.2 mmol), KOH (0.1mmol) and DMF (5 mL). The resulting solution was stirred at 110 C for 20 min.On completion, the reaction mass was allowed to cool to ambient temperature,diluted with water (20 mL) and extracted into ethyl acetate (2 20 mL). The combined organic layers were dried overanhydrous Na2SO4, and organic solvent was evaporated on arotatory evaporator. The crude residue was purified by column chromatography(silica gel 60-120 mesh, eluent 20% EtOAc/hexanes).

The synthetic route of 3-Amino-5-phenylpyrazole has been constantly updated, and we look forward to future research findings.

Introduction of a new synthetic route about 3,5-Dimethyl-4-nitro-1H-pyrazole

The synthetic route of 3,5-Dimethyl-4-nitro-1H-pyrazole has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 14531-55-6, name is 3,5-Dimethyl-4-nitro-1H-pyrazole, 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. Computed Properties of C5H7N3O2

To a suspension of 3,5-dimethyl-4-nitro-1H-pyrazole (201 mg, 1.4 mmol) and K2CO3 (216 mg, 1.6 mmol) indry DMF (1 mL), iodomethane (93 mL, 1.5 mmol) was added at room temperature. After 5 h, the reaction was heated to 40 C and additional iodomethane (90 mL) and K2CO3 (200 mg) was added. After 1.5 h, the reaction was quenchedwith Et3N (150 mL), diluted with H2O (15 mL) and EtOAc (15 mL). The two layers were separated and the aqueous layerwas extracted with EtOAc (2 x 10 mL). The combined organics were dried (MgSO4), filtered, and concentrated in vacuo.Purification by column chromatography (30% EtOAc in PE) yielded 206 mg (93%) of the title compound

The synthetic route of 3,5-Dimethyl-4-nitro-1H-pyrazole has been constantly updated, and we look forward to future research findings.

The important role of 5-Amino-1,3-dimethylpyrazole

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.

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. 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, A new synthetic method of this compound is introduced below., Product Details of 3524-32-1

(a) A mixture of 2-iodobenzoic acid (14.9 g, 0.06 mol), 5-amino-1,3-dimethylpyrazole (6.7 g, 0.06 mol), DMF (125 ml), Cu(OAc)2 (0,4 g) and K2CO3 (8.28 g, 0.06 mol) is refluxed overnight. The reaction mixture is poured into ice water (500 ml) and then is acidified with acetic acid to a pH of about 5. The solid that forms is collected by filtration, washed with water (100 ml) and dried. The solid is dissolved in hot CHCl3 (300 ml), filtered, dried over MgSO4 and evaporated to about 20 ml. Hexane (50 ml) is added, and then the product is collected by filtration, washed with hexane (30 ml) and dried to afford 6.2 g of N-(1,3-dimethyl-pyrazol-5-yl)anthranilic acid, m.p. 210-211 C.

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.

Application of 4-Bromo-1H-pyrazole

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

Reference of 2075-45-8, 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. 2075-45-8 name is 4-Bromo-1H-pyrazole, 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.

4-Bromo-1-(1-ethoxyethyl)-1H-pyrazole (11-II-a)To a solution of 4-bromo-1H-pyrazole (3 g, 20.4 mmol), ethyl vinyl ether (1.76 g, 24.5 mmol) in DCM (30 mL) was added HCl (4M in dioxane, 0.16 mL), and the reaction mixture was stirred for 3 h at RT. After completion of the reaction (monitored by TLC), the reaction was neutralized with saturated NaHCO3 solution and extracted with DCM (3×100 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo to afford 11-II-a (4.46 g, 89%) as colorless liquid; TLC: 30% EtOAc/Hexane (Rf: 0.7); 1H-NMR (CDCl3, 200 MHz): delta 7.60 (s, 1H), 7.46 (s, 1H), 5.46 (q, J=6.0 Hz, 1H), 3.55-3.25 (m, 2H), 1.63 (d, J=6.0 Hz, 3H), 1.15 (t, J=7.2 Hz, 3H); Mass: 221 [M++2].

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

Some scientific research about 3-Methyl-4-nitro-1H-pyrazole

Statistics shows that 3-Methyl-4-nitro-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 5334-39-4.

Related Products of 5334-39-4, These common heterocyclic compound, 5334-39-4, name is 3-Methyl-4-nitro-1H-pyrazole, 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.

To a solution of PPh3 (20.64 g, 78.68 mmol) in THF (30 rnL) was added DIAD ( 15.91 g, 78.68 mmol, 15.30 mL), 3 -methyl -4-nitro- lH-pyrazole (5 g, 39.34 mmol) and oxetan-3-ol (2.91 g, 39.34 mmol) at 0C. Then the mixture was stirred at 25C for 12 h. The mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (S1Q2, PE:EtOAc = 50: 1 to 5 : 1). The mixture of 3-methy]-4-nitro-l -(oxetan-3-yl)pyrazole and 5 -methyl -4-nitro- 1 -(oxetan-3-yl)pyrazole was obtained as a yellow solid. To a solution of Pd/C (3 g, 10% purity) in MeOH (lOmL) was added 3 -methyl -4-nitro- l-(oxetan-3- yl)pyrazole and 5-methyl-4-nitro-l-(oxetan-3-yl)pyrazole (5 g, 37,3 mmol), then the mixture was stirred at 25C under (15 psi) for 2 h. The reaction was filtered and the filtrate was concentrated under reduced pressure to give 3 -methyl- l-(oxetan-3-yl)pyrazol-4-amine and 5-methyl- l-(oxetan-3-yl)-pyrazol- -I -am ine as a dark brown oil.

Statistics shows that 3-Methyl-4-nitro-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 5334-39-4.