Category: 5932-27-4

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

A 2M aqueous sodium hydroxide solution (1.8 mL, 3.6 mmol) was added to a solution of ethyl 1 H-pyrazole-4-carboxylate (0.2g, 1.55 mmol) in ethanol (4 mL). The reaction mixture was stirred at room temperature overnight and at 80 °C for 2 further hours. The ethanol was evaporated and the mixture was neutralized to give a precipitate which was filtered and dried to give the title compound (0.089 g, 51percent) as a white solid.LRMS (m/z): 113 (M+1)+.

The synthetic route of 5932-27-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; BACH TANA, Jordi; PAGES SANTACANA, Lluis Miquel; TALTAVULL MOLL, Joan; CATURLA JAVALOYES, Juan Francisco; MATASSA, Victor Giulio; WO2011/76419; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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., category: pyrazoles-derivatives

Reference Example 27: Ethyl-1-(5-fluoropyridin-2-yl)-1H-pyrazol-3-carboxylate To a solution of ethyl-1H-pyrazole-3-carboxylate (25.0 g, 178.4 mmol) and 2-bromo-5-fluoropyridine (47.1 g, 267.6 mmol) in DMF (300 mL), copper(I) iodide (8.5 g, 44.6 mmol), rac-trans-N,N’-dimethylcyclohexane-1,2-diamine (28.1 mL, 178.4 mmol) and Cs2CO3 (116.2 g, 356.8 mmol) were added, and the resulting mixture was stirred for 7 hours at 90°C. The reaction mixture was allowed to cool to room temperature, then water and EtOAc were added thereto, followed by filtration through Celite®. The organic layer was taken out from the filtrate, washed with a saturated aqueous solution of sodium chloride, dried over Na2SO4, then the drying agent was filtered off, and then the solvent was distilled off under reduced pressure. The obtained residue was purified by column chromatography (HP-Sil 50 g, hexane/EtOAc = 70/30 to 0/100). The obtained solid was stirred and washed in hexane/EtOAc = 4/1 and filtered out to obtain the title compound (29.0 g) (colorless solid). MS (ESI pos.) m/z: 236 [M+H]+

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 5932-27-4.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; FUTAMURA Aya; ARAKI Yuko; ABE Masahito; OHTA Hiroshi; SUZUKI Ryo; NOZAWA Dai; EP2862860; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature 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.

DMF (40 mL) was added to a flask containing ethyl 1H-pyrazole-3-carboxylate (1.5 g, 10.70 mmol), sodium hydride (0.5 14 g, 12.84 mmol, 60percent dispersion in mineral oil) at 0 °C. After 15 mm at 0 °C, the reaction mixture was allowed to warm up to RT and stirred at RT for 30 mm. The reaction mixture was cooled to 0 °C and a solution of 2-(3-bromopropyl)-2-methyl-1,3- dioxolane (2.69 g, 12.84 mmol), and potassium iodide (0.355 g, 2.141 mmol) in DMF (20 mL)was added. The reaction mixture was stirred at 0 °C for 15 mm, then allowed to warm up to RT and stirred at RT for 16 h. After cooling to 0 °C, the reaction mixture was quenched with aq NH4C1 (30 mL), and all DMF was removed under high vacuum. The residue was diluted withEtOAc (200 mL), washed with brine, dried over Na2SO4, filtered, and concentrated. Flash chromatography (EtOAc/hexanes) afforded Example 113A (0.88 1 g, 3.28 mmol, 31 percent yield) and Example 113B (1.724 g, 6.43 mmol, 60 percent yield). LCMS (ES): m/z 269.10 [M+Hjt Example 113A: 1H NMR (400 MHz, CDC13) oe 7.43 (d, J1.7 Hz, 1H), 6.79 (d, J2.0 Hz, 1H), 4.55 (t,J7.3 Hz, 2H), 4.30 (q,J7.1 Hz, 2H), 3.88 (br d,J=2.9 Hz, 4H), 1.97- 1.84 (m, 2H), 1.71 – 1.57(m, 2H), 1.34 (t,J=7.1 Hz, 3H), 1.26 (s, 3H). Example 113B: 1HNMR(400 MHz, CDC13) oe 7.38(d, J1.7 Hz, 1H), 6.74 (d, J1.7 Hz, 1H), 4.34 (q, J=7. 1 Hz, 2H), 4.17 (br t, J=7.2 Hz, 2H), 3.98-3.69 (m, 4H), 2.02- 1.90 (m, 2H), 1.67- 1.52 (m, 2H), 1.34 (t,J=7.1 Hz, 3H), 1.24 (s, 3H).

The synthetic route of 5932-27-4 has been constantly updated, and we look forward to future research findings.

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. Quality Control of Ethyl 1H-pyrazole-3-carboxylate

Methyl 1H-pyrazole-3-carboxylate (0.500 g, 3.96 mmol) was dissolved in dry MeCN (12 mL), then 2,2-dimethyloxirane (0.53 1 mL, 5.95 mmol) was added, followedby cesium carbonate (1.94 g, 5.95 mmol). The reaction mixture was stirred at 150 ¡ãC under microwave irradiation for 30 mm. The reaction mixture was cooled to rt, diluted with EtOAc (transesterification occurred upon EtOAc addition). The residue was purified by flash chromatography (solid loading on CELITE?, 20-100percent EtOAc/Hex) affording Intermediate 17A (0.305 g, 36percent yield) as a colorless syrup. MS(ESI) m/z: 213.0 (M+H)?H NMR: (400 MHz, DMSO-d6) oe ppm 7.50 (d, J=2.4 Hz, 1H), 6.83 (d, J2.4 Hz, 1H),4.40 (q, J=7.0 Hz, 2H), 4.17 (s, 2H), 2.77 (s, 1H), 1.39 (t, J=7.2 Hz, 3H), 1.20 (s, 6H).

The synthetic route of Ethyl 1H-pyrazole-3-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LADZIATA, Vladimir; GLUNZ, Peter W.; HU, Zilun; WANG, Yufeng; (0 pag.)WO2016/10950; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Synthetic Route of 5932-27-4, 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.

General procedure: Pyrazoles 4 (0.5 mmol), sodium sulfinate 2 (1.0 mmol) and NBS or NIS (1.5 mmol) were dissolved in 2 mL of EtOAc solvent. the reaction mixture was stirred at room temperature under air for 12 h. After the reaction, the resulting mixture was extracted with EtOAc. The combined organic phase was dried over anhydrous Na2SO4 and the solvent was then removed under vacuum. The residue was purified by flash column chromatography on silica gel (petroleum ether/ethyl acetate, 3:1) to afford the corresponding product.

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.

Electric Literature 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.

EXAMPLE 19; The fluoro bromopyridine (1 eq, Ig), pyrazole (4 eq, 5.023 g), ligand (0.2 eq, 0.196 g), Cu2O (0.05 eq, 51 mg) and Cs2CO3 (2 eq, 4.65 g) were mixed in CH3CN (8 mL) and heated to 82 0C in a sealed vessel for 16 h under N2. The solution was diluted with DCM and filtered through Celite, partitioned with water, and then brine. The product was evaporated in vacuo, and purified by column chromatography (SiO2) with 10 to 20percent EtOAc/hexanes to obtain the major regioisomeric product as a white solid. Then LiBELi (2 eq, 128 mg) was added to this ester intermediate (1 eq, 690 mg) in THF (30 mL) and heated to reflux for 15 h. Then 0.1 N HCl (a few drops) was added and stirred for 1 h, followed by a DCM/H2O partition, and the aqueous layer was basified with NaOH to pH = 9 and extracted with DCM. The combined organic phase was dried to obtain the alcohol as a white solid. Iodine (1.52 eq, l.O58g) in AcOEt (25 ml) was added to an AcOEt (25 mL ) solution of this alcohol (1 eq, 530 mg), followed by Ph3P (1.52 eq, 1.094 g) and imidazole (1.52eq, 0.284 g) over 10 min at RT. The solution was stirred for 1 h and washed with Na2S2O3 and brine. The product was dried in vacuo, and the solid residue was extracted with Hexanes 3 x 70 ml and filtered. The filtration was dried to obtain the iodide product as a white solid. Then KOtBu ( 1.5 eq, 250 mg) was added to N-(diphenylmethylene)- glycine ethyl ester (1.5 eq, 595 mg) in THF at RT and stirred for 10 min. To this solution was added the iodide intermediate (1 eq, 450 mg) in THF (5 mL) at -78 0C, and the mixture was slowly warmed to RT over 2 h. An additional 1 eq of KOtBu was added to the solution at RT and stirred for 50 h at RT. The mixture was quenched with NH4Cl and extracted with DCM, washed with H2O and then brine, and dried in vacuo. The residue was purified by column chromatography (hex/AcOEt – 20percent) to obtain the product. This intermediate (1 eq. 200 mg) was dissolved in saturated 7 N NH3/MeOH (7 mL) solution and heated to 60 0C for 24 h in a sealed tube. The reaction mixture was dried in vacuo and, the residue was dissolved in 5 ml THF and 1 N HCl (2 mL) at RT and heated to 60 0C for 20 min. The THF was removed in vacuo. The aqueous layer was washed with Et2O, dried in vacuo to obtain the amino carboxamide as a white solid HCl-salt. The amide intermediate (1 eq, 68 mg), triflate (1.2 eq, 82 mg), Pd2(DBA)3 (0.1 eq. ), Xantphos (0.2 eq, ) and Cs2CO3 (2.4 eq, 186 mg) were combined in dioxane (2 mL) under N2 and heated to 75 0C for 13 h. The mixture was cooled and diluted with CH2C12 (2 mL), filtered through Celite, and the CH2CI2 removed in vacuo, and Et2psi was added to the filtrate and extracted with 3 N HCl (3 x 10 mL). The combined aqueous layer was basified with Na2CO3 to pH== 9 at 0 0C and extracted with AcOEt (3 xlO mL). The combined organic layer was dried in vacuo to obtain the crude product as a light yellow oil. Lastly, LiOH (0.5 M, 3 mL) was added to this ester in THF/MeOH at 0 0C and stirred for 20 h. Then AcOH was added to acidify to pH= 7 at 0 0C and HPLC purification provided the product. 1HNMR, CD3OD delta 8.48 (d, IH), 8.30 (d, IH), 7.99(dd, IH), 7.74 (m, IH), 6.43(d, IH), 4.37 (t, IH), 3.50(d, 2H), 2.88 (m, 2H), 2.29 (br, 2H), 1.62 (m, 4H); LCMS m/z 374 (M+H).

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.

A catalyst don’t appear in the overall stoichiometry of the reaction it catalyzes, but it must appear in at least one of the elementary reactions in the mechanism for the catalyzed reaction. 5932-27-4, Name is Ethyl 1H-pyrazole-3-carboxylate, molecular formula is C6H8N2O2. In an article, author is Jadhav, S. Y.,once mentioned of 5932-27-4, Formula: C6H8N2O2.

Synthesis and Pharmacological Screening of Difluorophenyl Pyrazole Chalcone Conjugates as Antifungal, Anti-Inflammatory, and Antioxidant Agents

A new series of difluoro phenyl pyrazole chalcone was prepared by utilizing PEG 400 as a catalyst and investigated for their antifungal, anti-inflammatory, and antioxidant activity. The compounds 3-[3-(4-bromo-phenyl)-1-phenyl-1H-pyrazol-4-yl]-1-(2,4-difluloro-phenyl)-propenone (IVc), 1-(2,4-difluoro-phenyl)-3-[3-(4-methyl-phenyl)-1-phenyl-1H-pyrazol-4-yl]-propenone (IVd), 1-(2,4-difluoro-phenyl)-3-[3-(4-methoxy-phenyl)-1-phenyl-1H-pyrazol-4-yl]-propenone (IVe), and 1-(2,4-difluoro-phenyl)-3-(1,3-diphenyl-1H-pyrazol-4-yl)-propenone (IVg) exhibited promising antifungal activity at MIC of 25 and 50 mu g/mL against selected human pathogenic fungi. Synthesized compounds 1-(2,4-difluoro-phenyl)-3-[3-(4-methoxy-phenyl)-1-phenyl-1H-pyrazol-4-yl]-propenone (IVe), 1-(2,4-difluoro-phenyl)-3-[3-(4-methyl-phenyl)-1-phenyl-1H-pyrazol-4-yl]-propenone (IVd), 1-(2,4-difluoro-phenyl)-3-(1,3-diphenyl-1H-pyrazol-4-yl)-propenone (IVg) and 1-(2,4-difluoro-phenyl)-3-[3-(4-fluoro-phenyl)-1-phenyl-1H-pyrazol-4-yl]-propenone (IVa) showed good anti-inflammatory activities comparable to the standard drug diclofenac sodium. Compounds 1-(2,4-difluoro-phenyl)-3-[3-(4-methoxy-phenyl)-1-phenyl-1H-pyrazol-4-yl]-propenone (IVe), 1-(2,4-difluoro-phenyl)-3-[3-(4-methyl-phenyl)-1-phenyl-1H-pyrazol-4-yl]-propenone (IVd) and 1-(2,4-difluoro-phenyl)-3-(1,3-diphenyl-1H-pyrazol-4-yl)-propenone (IVg) showed good hydrogen peroxide scavenging potential as compared to the butylated hydroxyl toluene. The conjugates 1-(2,4-difluoro-phenyl)-3-[3-(4-methoxy-phenyl)-1-phenyl-1H-pyrazol-4-yl]-propenone (IVe), 1-(2,4-difluoro-phenyl)-3-(1,3-diphenyl-1H-pyrazol-4-yl)-propenone (IVg), and 1-(2,4-difluoro-phenyl)-3-[3-(4-methyl-phenyl)-1-phenyl-1H-pyrazol-4-yl]-propenone (IVd) found more potent than standard ascorbic acid in DPPH radical scavenging assay as well as ferrous reducing power assay. The conjugates showed good interactions with the target protein in docking study.

Interested yet? Keep reading other articles of 5932-27-4, you can contact me at any time and look forward to more communication. Formula: C6H8N2O2.

Reference:
Pyrazole – Wikipedia,
,Pyrazoles – an overview | ScienceDirect Topics

Chemistry can be defined as the study of matter and the changes it undergoes. You¡¯ll sometimes hear it called the central science because it is the connection between physics and all the other sciences, starting with biology. 5932-27-4, Name is Ethyl 1H-pyrazole-3-carboxylate, molecular formula is , belongs to pyrazoles-derivatives compound. In a document, author is Ghoneim, Amira Atef, COA of Formula: C6H8N2O2.

Design, synthesis and antimicrobial evaluation of thioglycosides of a novel class of 2-mercaptonicotinonitriles

A new class of thioglycosides comprising a diazenyl pyridine moiety was assembled from the regioselective reaction of the acetylated alpha-glycopyranosyl bromide with hitherto unreported 2-mercaptonicotinonitriles. Moreover, the deacetylation of S-glycoside derivatives utilizing of methanolic ammonia solution afforded the free hydroxy thioglycosides in quantitative yields. The identity of the newly obtained derivatives has been achieved via spectroscopic and elemental analyses. All of the newly synthesized derivatives exhibited significant antimicrobial activity towards certain selected microorganisms (bacteria and fungi). Generally, S-glycoside derivatives demonstrated outstanding antibacterial and antifungal activities. Amongst them, the acetylated derivatives showed the most distinguished antifungal and antibacterial activities with a promising minimum inhibitory concentration (MIC) values in comparison with the approved drugs; Amphotericin B and Cefotaxime. (C) 2020 The Authors. Published by Elsevier B.V. on behalf of King Saud University.

Sometimes chemists are able to propose two or more mechanisms that are consistent with the available data. If a proposed mechanism predicts the wrong experimental rate law, however, the mechanism must be incorrect.Welcome to check out more blogs about 5932-27-4, in my other articles. COA of Formula: C6H8N2O2.

Reference:
Pyrazole – Wikipedia,
,Pyrazoles – an overview | ScienceDirect Topics

Chemistry is the experimental and theoretical study of materials on their properties at both the macroscopic and microscopic levels. 5932-27-4, Name is Ethyl 1H-pyrazole-3-carboxylate, molecular formula is C6H8N2O2. In an article, author is Abdellatif, Khaled R. A.,once mentioned of 5932-27-4, Name: Ethyl 1H-pyrazole-3-carboxylate.

Synthesis of novel halogenated triarylpyrazoles as selective COX-2 inhibitors: Anti-inflammatory activity, histopatholgical profile and in-silico studies

A novel series of halogenated triarylpyrazoles 12a-l was designed and synthesized. All target compounds showed good in vitro COX-2 inhibitory activity (IC50 = 0.043-0.17 mu M) over COX-1 (IC50 = 7.8 – 15.4 mu M) relative to celecoxib (COX-1/IC50 = 9.87, COX-2/IC50 = 0.055), with acceptable selectivity index values (SI = 50.6-253.1). Also, they displayed moderate to potent in vivo anti-inflammatory activity (% edema inhibition = 16.9-87.9) comparable to celecoxib (% edema inhibition = 46.6-72.1) as standard drug. Three fluorinated pyrazoles 12a, 12g and 12j, exhibited superior anti-inflammatory activity at all time intervals (% edema inhibition = 42.1-87.9) with better gastric profile (UI = 1.25-2.5) than the traditional NSAID; indomethacin (UI = 14) and were close to the selective COX-2 inhibitor; celecoxib (UI = 1.75). In-silico docking and ADME studies of 12a, 12g and 12j supported the obtained biological data and pointed out their potential use for the development of bio-available, safe and potent anti-inflammatory drugs.

Interested yet? Keep reading other articles of 5932-27-4, you can contact me at any time and look forward to more communication. Name: Ethyl 1H-pyrazole-3-carboxylate.

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Pyrazole – Wikipedia,
,Pyrazoles – an overview | ScienceDirect Topics

Chemistry is an experimental science, and the best way to enjoy it and learn about it is performing experiments.Introducing a new discovery about 5932-27-4, Name is Ethyl 1H-pyrazole-3-carboxylate, molecular formula is , belongs to pyrazoles-derivatives compound. In a document, author is Dahmani, Mohammed, COA of Formula: C6H8N2O2.

Synthesis, characterization, X-ray structure and in vitro antifungal activity of triphenyltin complexes based on pyrazole dicarboxylic acid derivatives

A series of new ditriphenyltin(IV) dicarboxylate complexes of general formula (Ph3SnOOC-Pz)(2)R with Pz: pyrazole and R: alkyl or ether, have been synthesized from bipyrazoledicarboxylic acid and hydroxytripheyltin. These complexes, noted C1 C7, have been characterized by IR, H-1 and C-13 NMR spectroscopies. The molecular structures of C3 : 1,3 Bis[(5-methyl-2-H-3-triphenyltincarboxylate pyrazol)]propane and C7: Bis[( 2 methyl-2-H-3-triphenyltincarboxylate pyrazol)ethyl]oxide have been confirmed by single crystal X-ray diffraction. Both compounds crystallize in the monoclinic symmetry: C3 in P2(1) space group with a = 15.915(1) angstrom, b = 10.0791(8) angstrom, c = 13.823(1) angstrom, alpha = 90 degrees, beta = 100.459(3)degrees, gamma = 90 degrees and C7 in P21/n space group, with a = 15.0951(7) angstrom, b = 8.9847(3) angstrom, c = 34.244(1) angstrom, alpha = 90 degrees, beta = 101.421(2)degrees, gamma = 90 degrees. The two cristallographically independent Sn1 and Sn2 atoms are tetra coordinated within distorted tetrahedral environments, very similar in the two compounds. The antifungal activity of these organotin complexes and their corresponding bipyrazoledicarboxylic acid (ligands) has been evaluated against the pathogenic Fusarium oxysporum f. sp. albedinis. This activity greatly depends on the nature of ligands and on the dose used. The presence of triphenyltin moiety improves considerably the antifungal activity becoming close to that of the benomyl (fungicide). (C) 2020 Elsevier B.V. All rights reserved.

If you are hungry for even more, make sure to check my other article about 5932-27-4, COA of Formula: C6H8N2O2.

Reference:
Pyrazole – Wikipedia,
,Pyrazoles – an overview | ScienceDirect Topics