Tag: M.W=0-100

Application of 67-51-6, 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. 67-51-6, name is 3,5-Dimethyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

3,5-Dimethyl-1H-pyrazole, 78.5 g (0.818 mol), was dissolved in 700 mL of water heated to 70°C, and 517 g (3.271 mol) of potassium permanganate was added to the hot solution, maintaining the temperature no higher than 90°C. The mixture was cooled to room temperature, the precipitate of MnO2 was filtered off and washed with water, and the filtrate was acidified with aqueous HCl to pH 2 and left overnight. The precipitate was filtered off and washed with water. Yield 41.75 g (33percent), white crystals, mp 257?258°C. 1H NMR spectrum: delta 7.07 ppm, s (1H, 4-H). 5-Methyl-1H-pyrazole-3-carboxylic acid (2). The aqueous filtrate obtained after separation of diacid 1, was neutralized to pH 5?6, and the precipitate of 2 was filtered off and washed with water. Yield 18.1 g (18percent), white crystals, mp 210?211°C. 1H NMR spectrum, delta, ppm: 2.25 s (3H, CH3), 6.42 s (1H, 4-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, 3,5-Dimethyl-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kharaneko; Russian Journal of Organic Chemistry; vol. 52; 9; (2016); p. 1322 – 1325; Zh. Org. Khim.; vol. 52; 9; (2016); p. 1334 – 1337,4;,
Pyrazole – Wikipedia,
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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. 1192-21-8, name is 1-Methyl-1H-pyrazol-5-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C4H7N3

[00205] Step 1 : 5-Amino-l -methyl- lH-pyrazole (6.25 g, 64.4 mmol) was dissolved in THF (120 ml) and treated with sodium hydride (3.51 g, 87.8 mmol). The reaction was heated to 35 C for 30 minutes and then treated with a dimethylformamide (“DMF”) solution (24 mL) of 4-bromo-2-fluoropyridine (10.3 g, 58.5 mmol). The reaction was heated to 50 C and stirred for 1 hour. The reaction was allowed to cool and treated with water, and the organics were concentrated. The residue was diluted with ethyl acetate and washed with water and brine. The organics were dried over Na2S04, filtered and concentrated. The material was purified on silica gel eluting with 30-100% ethyl acetate/hexanes followed by 25% methanoLDCM to afford 4-bromo-N-(l-methyl-lH-pyrazol-5-yl)pyridin-2-amine (6.55 g, 25.9 mmol, 44.2% yield).

The synthetic route of 1192-21-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; BLAKE, James, F.; COOK, Adam; GAUDINO, John; GUNAWARDANA, Indrani, W.; HICKEN, Erik, James; HUNT, Kevin, W.; LYON, Michael; METCALF, Andrew, T.; MOHR, Peter, J.; MORENO, David, A.; NEWHOUSE, Brad; REN, Li; SCHWARZ, Jacob; CHEN, Huifen; GAZZARD, Lewis; SCHMIDT, Jane; DO, Steve; WO2015/103137; (2015); A1;,
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64781-79-9, name is 4-Methyl-1H-pyrazol-3-amine, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Formula: C4H7N3

(A) A 8.06 g portion of 3-amino-4-methyl-1H-pyrazole was dissolved in 30 ml of acetonitrile and, with cooling on an ice bath, 12.9 g of ethyl propionimidate hydrochloride was added to the solution. The resulting mixture was stirred for 1 hour at the same temperature and then overnight at room temperature. After removing insoluble materials by filtration, the resulting filtrate was concentrated under a reduced pressure, and the thus obtained residue was subjected to silica gel column chromatography. Elution with methanol-chloroform (1:9-3:7, v/v) gave 8.40 g of N-(4-methyl-1H-pyrazol-3-yl)propionamidine hydrochloride.

The synthetic route of 64781-79-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Yamanouchi Pharmaceutical Co., Ltd.; US5475114; (1995); A;,
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288-13-1, name is 1H-Pyrazole, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C3H4N2

Step 1: Preparation of 3-pyrazol-1-yl-pyridine To a solution of 3-bromopyridine (5 g, 0.031 mol) in 50 ml of acetonitrile were added pyrazole (2.6 g, 0.038 mol), Cs2CO3 (16.5 g, 0.050 mol), Cu2O (0.226 g, 0.0016 mol), and salicylaldoxime (0.867 g, 0.006 mol) under N2 atmosphere. The reaction mass was refluxed for 24 hrs at 80 C. The reaction mass was concentrated and the crude was purified by column chromatography using ethyl acetate and hexane (1:1) to afford the pyrazolyl pyridine as a dark brown liquid (2 g, 43%): 1H NMR (400 MHz, CDCl3) delta 8.99 (d, J=2.8 Hz, 1H), 8.48 (dd, J=4.8, 1.2 Hz, 1H), 8.11-8.08 (m, 1H), 7.99 (d, J=1.2 Hz, 1H), 7.78 (d, J=1.2 Hz, 1H), 7.38-7.35 (m, 1H), 6.53 (t, J=1.2 Hz, 1H); MS (m/z) 146 [M+1].

The synthetic route of 288-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DOW AGROSCIENCES LLC; Buysse, Ann M.; Niyaz, Noormohamed M.; Demeter, David A.; Zhang, Yu; Walsh, Martin J.; Kubota, Asako; Hunter, Ricky; Trullinger, Tony K.; Lowe, Christian T.; Knueppel, Daniel; Patny, Akshay; Garizi, Negar; LePlae, JR., Paul Renee; Wessels, Frank; Ross, JR., Ronald; DeAmicis, Carl; Borromeo, Peter; US2013/288893; (2013); A1;,
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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. 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1-Methyl-1H-pyrazol-3-amine

General procedure: Amino-pyr azole 1 (0.291 g, 0.003 mol) and an aqueous solution of NaBr (100 mL) (concentrations were as follows: 1 in entries 1 and 2, 2 Min entries 3 and 5-9, and 3 in entry 4) were placed in a cell. In experiment 2, NaHCO3 (0.504 g, 0.006 mol) was added to the solution. The electrolysis was carried out at the following currents: 426 mA for entries 1-4, 213 mA for entry 5, 710 mA for entries 6, 8, and 9, and 852 mA for entry 7. In experiment 9, 48% aqueous solution of HBr was periodically added to the reaction mixture to maintain 7. After passing 2 F of electricity per 1 mole of the starting aminopyrazole 1(Q= 579 C) for entries 1-7or 8 F (Q= 2316 C) for entries 8and 9, the electrolysis was stopped, the reaction mixture was stirred for 1 h and analyzed by TLC (eluent light petroleum ether-ethyl acetate (1 : 1)). Then, the mixture obtained was diluted with concentrated HCl (to 3) and the products were extracted with CHCl3 (3×30 mL). The extracts were combined, dried with anhydrous MgSO4, and concentrated in vacuo. The products were isolated using column chromatography on SiO2 (eluent light petroleum ether-ethyl acetate). The following compounds were isolated: 1,2-bis(1-methyl-1H-pyrazol-3-yl)-diazene (7) (entries 1-7; the product was identified by m.p. 201-202 C (cf. Refs 2 and 4: m.p. 201 C) and the reported 2,41 NMR spectra) and 1,2-bis(4-bromo-1-methyl-1H-pyrazol-3-yl)diazene (8) (entries 8 and 9, the product was identified by NMR spectroscopy and high resolution mass spectrometry). The aqueous layer obtained after extraction was concentrated in vacuo, diluted with NaOH with stirring (to 10), and treated as described above. This resulted in the isolation of 3-amino-4-bromo-1-methyl-1H-pyrazole (6) (entries 1-9; the product was identifi ed by m.p. 97 C (cf. Ref. 10: m.p. 97-98 C) and the reported 51 NMR spectra) and unreacted aminopyr-azole 1(entries 1-8; the starting compound was identified by TLC and NMR spectroscopy). 1,2-Bis(4-bromo-1-methyl-1H-pyrazol-3-yl)diazene (8).Yellow crystals. M.p. 211-213 C. Rf 0.13 (eluent light petroleum ether-ethyl acetate (1:5)). 1H NMR, :4.02 (s, 6 H, Me); 7.50 (s, 2 H, CH). 13C NMR, :40.4 (2 Me), 90.1 (2 CBr), 132.9 (2 CH), 157.5 (2 CN). Found: m/z 348.9217 [M + H]+. C8H979Br2N6. Calculated: [M + H]+= 348.9230

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 1904-31-0.

Reference:
Article; Lyalin; Sigacheva; Kokorekin; Dutova, T. Ya.; Rodionov; Petrosyan; Russian Chemical Bulletin; vol. 67; 3; (2018); p. 510 – 516; Izv. Akad. Nauk, Ser. Khim.; 3; (2018); p. 510 – 516,7;,
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Reference of 35344-95-7, 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. 35344-95-7, name is 1H-Pyrazole-4-carbaldehyde belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 4-fluorobenzonitrile (2.49 g, 20.6 mmol) and 4-formylpyrazole (1.98 g, 20.6 mmo) in 50 mL of DMF at 0 0C was added 95percent sodium hydride (0.54 g, 22.7 mmol) under nitrogen. The mixture was heated to 60 0C for 6 hours and cooled to room temperature, Water was added carefully and the mixture was then extracted with ethyl acetate. The combined extracts were washed with water and brine, and then dried over sodium sulfate, filtered, and concentrated in vacuo to provide crude 4~(4-formyMH-pyrazol-l-yl)benzonitrile.

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, 1H-Pyrazole-4-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; DI MARCO, Christina, Ng; WO2010/19391; (2010); 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. 3920-50-1, name is Pyrazole-3-carboxaldehyde, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 3920-50-1

1.18 g (20 mmol) of hydroxylamine hydrochloride, 1.63 g (20 mmol) of sodium acetate and 40 ml of ethanol were added to a 100 ml three-necked flask, and 0.96 g (10 mmol) of 3-formaldehyde pyrazole was added thereto with stirring. The temperature was raised to 50 C and the reaction was carried out for 2 h. After the reaction, a milky white turbid liquid was obtained, which was cooled to room temperature, filtered, and the filtrate was evaporated to give an oily viscous solid. Dissolved in 50 ml of water, The organic phase was dried over anhydrous sodium sulfate and filtered. The filtrate was evaporated to dryness to give a pale yellow viscous solid, 0.94 g. The yield was 85.3%.

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 3920-50-1.

Reference:
Patent; Xi’an Modern Chemical Institute; Zhang Yiying; Chang Pei; Hu Jianjian; Sun Chenghui; Pang Siping; (6 pag.)CN109251174; (2019); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

930-36-9, name is 1-Methylpyrazole, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 1-Methylpyrazole

To a solution of 1-methylpyrazole (6.0 g, 73.1 mmol)and N,N,N’,N’-tetramethylethylenediamine (10.96 mL, 73.1 mmol) in THF (125 mL),butyl lithium (2.69 M solution in hexane; 31.8 mL, 85.5 mmol) was added at -78C. The reaction solution was stirred at-78 C. for 30 minutes. Then,cyclohexanone (9.06 mL, 87.7 mmol) was added thereto, and the mixture wasstirred at room temperature for 15 hours. To the reaction solution, water (500mL) was added, followed by extraction with ethyl acetate (250 mL). The thusobtained organic layer was dried over anhydrous sodium sulfate. Afterconcentration under reduced pressure, the residue was purified with silica gelchromatography (hexane/ ethyl acetate=3:2) to yield the title compound (11.32g, 86%) as a colorless oil.

The synthetic route of 930-36-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Daichi Sankyo Corporation; Takahashi, Sakiko; Domon, Yuki; Kitano, Yutaka; Sinojika, Tsuyoshi; (102 pag.)KR2015/126620; (2015); A;,
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. 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, A new synthetic method of this compound is introduced below., Recommanded Product: 1904-31-0

Example 113:; 4-(3,5-Difluoro-phenoxy)-2,2-dimethyl-2,3-dihydro-benzofuran-6-carboxylic acid (1- methyl-1 H-pyrazol-3-yl)-amide; To a mixture of 4-(3,5-difluoro-phenoxy)-2,2-dimethyl-2,3-dihydro-benzofurapi-6-carboxylic acid (113b) (0.308 g, 0.00096 mol), EDCI (0.28 g, 0.0015 mol), HOBt (0.21 g, 0.0015 mol) and NMM (0.49 g, 0.0048 mol) in CH2CI2 (15 mL) was added 1-methyl-1H-pyrazol-3-amine (0.11 g, 0.001 mol) in one portion. The mixture was stirred at room temperature overnight. The reaction mixture was washed with water, aq. citric acid and then sat. NaHCO3. The organic phase was dried over Na2SO4 and concentrated to give a brown oil. The crude oil was purified by prep. HPLC to give the title compound (95 mg, 51percent yield) as a white solid. 1H NMR (400 MHz, CDCI3): delta 8.82 (s, 1H)1 7.20 (m, 2H), 7.03 (d, 2H), 6.73 (s, 1H), 6.42 (m, 3H), 3.72 (s, 3H)1 2.84 (s, 2H), 1.42 (s, 6H); LCMS for C2IH19F2N3O3 m/z 400.4 (M+H)+.

The synthetic route of 1904-31-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2007/122482; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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 930-36-9 as follows. Application In Synthesis of 1-Methylpyrazole

To a stirred solution of 1-methyl-1H-pyrazole (609 mmol) in dry ether (600 mL) under an atmosphere of nitrogen was added a solution of n-BuLi in hexane (2.6M, 670 mmol) dropwise at -78oC over a period of 1 h. The reaction mixture was stirred at this temperature for a further 1 hour, and then dry carbon dioxide gas was passed through the mixture at -78oC for 30 min. The reaction mixture was then allowed to warm to room temperature and quenched with water (500 mL). The aqueous phase was separated, washed with ether (500 mL) and cooled to 2-3oC. To the stirred mixture was added concentrated aqueous hydrochloric acid until a pH of 3 was obtained. The resulting precipitate was collected by filtration, washed with ice-cold water (20 mL), dried first in open air, and then in a vacuum desiccator over phosphorus pentoxide to afford 2-methyl-2H-pyrazole-3-carboxylic acid as a white powder. Compound wt: 35.3 g, 45.4% yield. 1H NMR (400 MHz, DMSO-d6) delta: 13.31(1H, bs); 7.50 (1H, d); 6.81 (1H, d); 4.07 (3H, s).

According to the analysis of related databases, 930-36-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Dykes, Graeme James; Fletcher, Stephen Robert; Menet, Christel Jeanne Marie; Merayo, Nuria Merayo; Schmitt, Benoit Antoine; US2008/242661; (2008); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics