Continuously updated synthesis method about 5932-27-4

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, Ethyl 1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Related Products of 5932-27-4, The chemical industry reduces the impact on the environment during synthesis 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, I believe this compound will play a more active role in future production and life.

To a solution of compound G26 (500 mg, 966.07 umol) and compound H22(271 mg, 1.93 mmol) in DML (10 mL) was added CS2CO3 (630 mg, 1.93 mmol). The resulting mixture was heated at 30-40 C and stirred for 16 hr to give yellow solution. LCMS showed the reaction was completed. The mixture was filtered and was partitioned between EtOAc (50 mL). The aqueous layer was extracted with EtOAc (50 mL * 3). The organic layer was washed with saturated brine (50 mL), dried over anhydrous Na2S04, filtered, and concentrated under reduced pressure to give the crude product as a yellow oil. The crude product was purified by combi flash to give compound H23 (490 mg) as a yellow oil.

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, Ethyl 1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; QURIENT CO., LTD.; LEAD DISCOVERY CENTER GMBH; NAM, Kiyean; KIM, Jaeseung; JEON, Yeejin; YU, Donghoon; SEO, Mooyoung; PARK, Dongsik; EICKHOFF, Jan; ZISCHINSKY, Gunther; KOCH, Uwe; (138 pag.)WO2019/197546; (2019); A1;,
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Pyrazoles – an overview | ScienceDirect Topics

Analyzing the synthesis route of Ethyl 1H-pyrazole-3-carboxylate

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, Ethyl 1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 5932-27-4, name is Ethyl 1H-pyrazole-3-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 5932-27-4, Product Details of 5932-27-4

To a solution of K2CO3 (94 mg, 0.66mmol) in DMF (8 mL) was added ethyl 1H-pyrazole-3-carboxylate (158 mg, 1.12 mmol). The mixture was stirred at 20 oC for 0.5 h under N2. Then to mixture was added a solution of A33 (100 mg, 0.22 mmol) in DMF (4 mL), and stirred at 20oC for 3 h. The mixture was diluted with EtOAc (50 mL), washed with brine (50mL*3) and the organic layer was dried over anhydrous Na2SO4, and then concentrated to give crude product. It was purification by column chromatography (petroleum ether: ethyl acetate = 4:1) to give the 40 (45 mg) as a yellow solid. 1H NMR (40): (400 MHz, CDCl3) delta 7.44 (d, J = 2 Hz, 1H), 6.87 (d, J = 2.4 Hz, 1H), 5.30 (s, 3H), 4.40 (dd, J =7.6 Hz, J =14.8 Hz, 2H), 3.96-3.91 (m, 1H), 3.60-3.53 (m, 1H), 3.47-3.38 (m , 2H), 2.60-2.52 (m, 1H), 2.21-2.11 (m, 1H), 2.07-2.00 (m, 1H), 1.90 -1.61 (m, 6H), 1.52-1.15 (m, 17H), 1.03 -0.92 (m, 4H), 0.82-0.72 (m, 1H), 0.66 (s, 3H)

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, Ethyl 1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAGE THERAPEUTICS, INC.; MARTINEZ BOTELLA, Gabriel; SALITURO, Francesco, G.; ROBICHAUD, Albert, Jean; HARRISON, Boyd, L.; (275 pag.)WO2016/61527; (2016); A1;,
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Discovery of C6H8N2O2

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, Ethyl 1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

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1H-pyrazole-3-carboxylic acid ethyl ester (5.00 g, 35.7 mmol) and K2CO3 (7.40 g, 53.5 mmol) were dissolved in dry DMF (30 mL) in a 100 mL two-necked flask. Ethyl butyrate (5.82 mL, 40.7 mmol) was stirred at room temperature overnight. The reaction was completely detected by TLC. The reaction was quenched by the addition of 150 mL of water, extracted with EA (25mL×4), and the organic phase was combined, concentrated, and purified by silica gel column chromatography (gradient elution polarity: PE/EA=50/1-5/1 ) 4.14g of a colorless transparent liquid, yield 45.6percent,

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, Ethyl 1H-pyrazole-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Lin Xinglong; Xie Hongming; Hu Yangxiao; Li Shiguang; Zhang Yingjun; Tan Yumei; Yuan Mingyun; (124 pag.)CN108948019; (2018); A;,
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Introduction of a new synthetic route about Ethyl 1H-pyrazole-3-carboxylate

Statistics shows that Ethyl 1H-pyrazole-3-carboxylate is playing an increasingly important role. we look forward to future research findings about 5932-27-4.

Reference of 5932-27-4, These common heterocyclic compound, 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, 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 compound B25 (5 g, 35.7 mol) in THF (50 mL) was added MeMgBr (3 M, 47.6 mL) dropwise at 0-5 C under N2 atmosphere. The resulting mixture was stirred at 10 C for 15 hours to form a white suspension. TLC showed the reaction was completed. The mixture was poured into saturated aqueous NH4CI (50 mL). The mixture was extracted with EtOAc (50 mL x 3). The combined organic extract was washed with brine (80 mL x 2), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to give compound B26 (2.6 g) as a white solid.

Statistics shows that Ethyl 1H-pyrazole-3-carboxylate is playing an increasingly important role. we look forward to future research findings about 5932-27-4.

Reference:
Patent; QURIENT CO., LTD.; LEAD DISCOVERY CENTER GMBH; NAM, Kiyean; KIM, Jaeseung; JEON, Yeejin; YU, Donghoon; SEO, Mooyoung; PARK, Dongsik; EICKHOFF, Jan; ZISCHINSKY, Gunther; (217 pag.)WO2019/197549; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some scientific research about 5932-27-4

According to the analysis of related databases, 5932-27-4, 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 5932-27-4 as follows. COA of Formula: C6H8N2O2

To an N,N-dimethylformamide solution (2.0 ml) of ethyl 1H-pyrazole-3-carboxylate (111 mg, 0.79 mmol), sodium hydride (60percent in oil, 70 mg, 1.75 mmol) was added under ice-cooling. The resulting mixture was stirred for 5 min. To the reaction mixture, an N,N-dimethylformamide solution (5.0 ml) of compound 26 (815 mg, 1.71 mmol) and tetrabutylammonium iodide (209 mg, 0.56 mmol) were added. While warming to room temperature, the resulting mixture was stirred for 14 h. The reaction mixture was concentrated in vacuo. To the residue, diethyl ether and distilled water were added. The organic layer was separated and dried over Na2SO4. The solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (methanol-dichloromethane = 1:100) to give the title compounds, 3-isomer (92 mg, 0.18 mmol, 10percent) and 5-isomer (78 mg, 0.15 mmol, 9percent), respectively. 3-isomer: MS (ESI) m/z 522 (M+H)+. 1H NMR (CDCl3) delta 1.38 (3H, t, J = 7.1 Hz), 2.56-2.69 (2H, m), 3.43 (3H, s), 3.86 (3H, s), 4.28-4.34 (1H, m), 4.38 (2H, q, J = 7.1 Hz), 4.43-4.63 (2H, m), 5.74 (1H, s), 6.27-6.32 (1H, m), 6.35-6.38 (1H, m), 6.71-6.77 (2H, m), 6.97 (1H, dd, J = 8.1, 1.5 Hz), 7.07-7.10 (1H, m), 7.21 (1H, t, J = 8.0 Hz), 7.29-7.39 (3H, m), 7.44 (1H, d, J = 2.2 Hz). 5-isomer: MS (ESI) m/z 522 (M+H)+. 1H NMR (CDCl3) delta 1.33 (3H, t, J = 7.1 Hz), 2.48-2.67 (2H, m), 3.43 (3H, s), 3.85 (3H, s), 4.30 (2H, q, J = 7.1 Hz), 4.38-4.46 (1H, m), 4.81-4.90 (2H, m), 5.72 (1H, s), 6.31-6.40 (2H, m), 6.73 (1H, d, J = 2.2 Hz), 6.81 (1H, d, J = 2.0 Hz), 6.95 (1H, dd, J = 8.1, 1.2 Hz), 7.08 (1H, t, J = 2.1 Hz), 7.19 (1H, t, J = 8.1 Hz), 7.28-7.38 (2H, m), 7.40-7.46 (2H, m).

According to the analysis of related databases, 5932-27-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ichikawa, Masanori; Ohtsuka, Masami; Ohki, Hitoshi; Haginoya, Noriyasu; Itoh, Masao; Sugita, Kazuyuki; Usui, Hiroyuki; Suzuki, Makoto; Terayama, Koji; Kanda, Akira; Bioorganic and Medicinal Chemistry; vol. 20; 9; (2012); p. 3072 – 3093;,
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Share a compound : 5932-27-4

According to the analysis of related databases, 5932-27-4, the application of this compound in the production field has become more and more popular.

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. 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 5932-27-4

(ethyl 1H-pyrazole-3-carboxylate, 1.050 g, 7.49 mmol) was dissolved in ACN (20 mL)Cs2CO3 (2.4 g, 1.0 eq) was added. After stirring for 30 minutes, 4-chlorobenzyl bromide (1.7 g, 1.1 eq) was further added, and the mixture was stirred at room temperature for 5 hours.The solvent was evaporated off, extracted with MC, treated with MgSO4, filtered, and silica-columned with EA: Hex (1: 3) to give starting material 1 (836 mg, 42percent).

According to the analysis of related databases, 5932-27-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; THE CATHOLIC UNIVERSITY OF KOREA INDUSTRY-ACADEMIC COOPERATION FOUNDATION; Yu, Ji-Chang; Yu, Kyung-Lee; Koh, Yoon-Jeoung; (20 pag.)KR2016/137199; (2016); A;,
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Pyrazoles – an overview | ScienceDirect Topics

Some tips on 5932-27-4

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

Reference of 5932-27-4, 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. 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of ethyl 1H-pyrazole-3-carboxylate (1.4 g, 9.66 mmol), 4-(bromomethyl)- 1,2-difluorobenzene (1.0 g, 4.83 mmol) and potassium hydroxide (0.27 g, 4.83 mmol) in tetrahydrofuran (100 mL) was stirred at 70 °C for 12H. After cooling to RT, the mixture was filtered and the filtrate was concentrated to dryness in vacuo. The resulting residue was purified by column chromatography (silica gel, 100-200 mesh, 0 to 100percent) ethyl acetate in petroleum ether) to afford ethyl l -(3,4-difluorobenzyl)-1H-imidazole-4-carboxylate (1.2 g, 93percent yield) as white solid: LCMS (0 to 60percent acetonitrile in water + 0.03percent trifluoroacetic acid over 2 mins) retention timel .25 min, ESI+ found [M+H] = 266.9.

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

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; PATEL, Snahel; HAMILTON, Gregory; STIVALA, Craig; CHEN, Huifen; ZHAO, Guiling; (1236 pag.)WO2017/4500; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Research on new synthetic routes about Ethyl 1H-pyrazole-3-carboxylate

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5932-27-4, its application will become more common.

Some common heterocyclic compound, 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, molecular formula is C6H8N2O2, 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. Formula: C6H8N2O2

To a solution of 1-fluoro-4-iodo-benzene (1.47 g, 6.6 mmol, 1.3 eq) and ethyl 1H-pyrazole-3-carboxylate (0.71 g, 5.1 mmol, 1 eq) in 15 mL of toluene was added CuI (0.19 g, 1.0 mmol, 0.2 eq), trans-N,-N-dimethylcyclohexane 1,2-diamine (0.4 mL, 2.5 mmol, 0.2 eq), and potassium carbonate (1.4 g, 10 mmol, 2 eq). The reaction mixture was heated at 110° C. for 2 d then filtered and concentrated. The residue was purified by silica gel column chromatography (hex:EtoAc 4:1) to afford ethyl 1-(4-fluorophenyl)pyrazole-3-carboxylate (0.92 g, 3.9 mmol, 77percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5932-27-4, its application will become more common.

Reference:
Patent; ChemoCentryx, Inc.; Fan, Junfa; Krasinski, Antoni; Lange, Christopher W.; Lui, Rebecca M.; McMahon, Jeffrey P.; Powers, Jay P.; Zeng, Yibin; Zhang, Penglie; US2014/154179; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Introduction of a new synthetic route about 5932-27-4

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

Application of 5932-27-4,Some common heterocyclic compound, 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, molecular formula is C6H8N2O2, 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.

Description 11: 1-tert-Butoxvcarbonvlmethvl-1 H-pvrazole-4-carboxylic acid ethyl ester Potassium tert butoxide (0.045g) was added, in portions, to a stirred solution of 3- (ethoxycarbonyl) pyrazole [CAS 37622-90-5] (0.050g) in N, N- dimethylformamide (0. 5mol). The mixture was stirred for 5 min then tert- butylbromoacetate (0.078g) was added, in portions over 2 min. The mixture was stirred for 0.75h then partitioned between ethyl acetate (30moi) and 1. 0M aqueous sodium bicarbonate (20ml). The organic phase was separated, washed with water (2x20m1), dried (Na2SO4) and concentrated in vacuo to give the title compound (0.073g) as a colourless, viscous oil. LC-MS: Rt = 2.78min. Mass Spectrum m/z 255 [MH+]

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

Reference:
Patent; GLAXO GROUP LIMITED; WO2003/82862; (2003); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

The origin of a common compound about 5932-27-4

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: 5932-27-4, name is Ethyl 1H-pyrazole-3-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 5932-27-4, name: Ethyl 1H-pyrazole-3-carboxylate

Intermediates 72 and 73Ethyl 1-(2-fluoroethyl)-1H-pyrazole-5-carboxylate and ethyl 1-(2-fluoroethyl)-1H- pyrazole-3-carboxylate To a solution of ethyl 1 H-pyrazole-3-carboxylate (0.77g) (available from ABCR) in acetonitrile (30ml) was added cesium carbonate (1.79g) and the mixture stirred for 5min when 1-fluoro-2-iodoethane (0.96g) was added and the mixture stirred at 200C for 18h.The mixture was evaporated and the residue taken up in water (30ml) and DCM (30ml) separated by hydrophobic frit and concentrated to ~5ml, placed on an SPE cartridge (5Og silica) and eluted with a gradient of ethyl acetate in cyclohexane to give the Ethyl 1-(2- fluoroethyl)-1 H-pyrazole-5-carboxylate (0.42g) as a colourless oil.LC/MS R1 2.09 min m/z 186 [MH+]. Method C and ethyl 1-(2-fluoroethyl)-1 H-pyrazole-3-carboxylate (g) as a colourless oilLC/MS R1 1.73 min m/z 186 [MH+]. Method C

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; GLAXO GROUP LIMITED; WO2009/147188; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics