Category: pyrazoles-derivatives

Reference of 31230-17-8, The chemical industry reduces the impact on the environment during synthesis 31230-17-8, name is 5-Methyl-1H-pyrazol-3-amine, I believe this compound will play a more active role in future production and life.

Intermediate 2; 2,,5-Dichloro-N-(5-methyl-lH-pyrazol-3-yl)pyrimidin-4-amine To a solution of 5-methyl-lH-pyrazol-3-amine (2.78 g, 27.3 mmol) in absolute EtOH (30 ml) was added triethylamine (5 ml) and 2,4,5-trichloropyrimidine (5.0 g, 27.3 mmol) and the resulting solution was aged at room temperature for 12 hours. The mixture was partitioned between EtOAc and H2O, the organic layer was washed with brine and dried. The solvents were removed under reduced pressure to give the title compound (4.1 g). LC-MS: 245 [M+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, 5-Methyl-1H-pyrazol-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2009/7753; (2009); A2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 881668-70-8, 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 881668-70-8 as follows.

4,5-Dichloropyrazole-3-carboxyh’c acid (TV”)Chlorine gas was bubbled slowly through a stirred solution of 5-chloropyrazole-3- carboxylic acid (Intermediate II, 3.00 g, 20.5 mmol) in water (2.0 L) at rt over 3 h. The solution was stirred for 18 h in an open flask and then concentrated in vacuo. The slurry was extracted with ethyl acetate (3×100 mL), the combined extracts were washed with NaCl (sat., aq.; 100 mL) and dried (Na2SO4). The solvent was removed in vacuo to give the product as a white powder. Yield 3.20 g (86 %). MS (MT-H) Wk= 179. 1H NMR (DMSO^6, 400 MHz) delta 14.44 (s, IH), 14.09 (s, IH). 13CNMR (CD3OD, 100 MHz) delta 160.0; 139.6; 133.1; 112.4.

According to the analysis of related databases, 881668-70-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOLIPOX AB; WO2007/51981; (2007); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 1260243-04-6, 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. 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

A solution of 3-amino-4-carbethoxy pyrazole (1, 4 g, 1 mmol, 1 equiv) in acetonitrile (60 mL) and sodium hyride (1.5 g, 2 equiv) was stirred in a 250 mL round bottom flask for 1 h under ice cold conditions. Benzylchloride (6 mmol, 1.5 equiv) was added to the reaction mixture and further stirred at room temperature for 12 h. The mixture was extracted with ethyl acetate (3 * 10 mL). The organics were washed, dried on anhydrous Na2SO4, evaporated on a rotary evaporator to afford the crude product. The crude product was recrystallized (MeOH) to get pure compound 6a. Yield: 60%, white solid; mp: 161-162 C; IR (KBr): 3465, 3301, 1693, 1605 cm-1; 1H NMR (400 MHz, DMSO-d6): delta = 1.24 (t, 3H, J = 6.96 Hz, CH3), 4.17 (q, 2H, J = 6.92 Hz, OCH2), 5.35 (s, 2H, CH2), 7.35-7.24 (m, 5H), 8.08 (s, 1H, CH); 13C NMR (100 MHz, DMSO-d6): delta = 55.09, 59.52, 98.09, 127.61, 127.78, 128.17, 128.25, 128.72, 128.93, 133.63, 137.28, 157.07, 164.14.

The chemical industry reduces the impact on the environment during synthesis Ethyl 5-amino-1H-pyrazole-4-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Baviskar, Ashish T.; Banerjee, Uttam C.; Gupta, Mukesh; Singh, Rajveer; Kumar, Sunil; Gupta, Manish K.; Kumar, Sanjeev; Raut, Satish K.; Khullar, Madhu; Singh, Sandeep; Kumar, Raj; Bioorganic and Medicinal Chemistry; vol. 21; 18; (2013); p. 5782 – 5793;,
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. 17635-44-8, name is 3,4,5-Tribromopyrazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 3,4,5-Tribromopyrazole

To a solution of 3,4,5-tribromo-lH-pyrazole (25 g, 82 mmol, 1.0 eq) in THF (300 ml), was added n-BuLi (2.5 M in hexanes, 82.0 ml, 205 mmol, 2.5 eq) over 30 min at -78C and the RM was stirred at this temperature for 1.5 h. The RM was quenched by dropwise addition of MeOH-THF (2:3; 150 ml) at -78C, stirred for an additional 2 h gradually allowing it to warm to RT. Then, the solvent was removed under reduced pressure. The residue was diluted with diethyl ether (600 ml), washed with dil. HC1 (0.5 N, 60 ml) and brine (75 ml), dried (Na2S04), filtered and concentrated under reduced pressure to afford the title compound (18 g).

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; GRUeNENTHAL GMBH; SCHUNK, Stephan; REICH, Melanie; KOENIGS, Rene, Michael; (72 pag.)WO2017/59966; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 25222-43-9, name is (1H-Pyrazol-4-yl)methanol, 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 25222-43-9, SDS of cas: 25222-43-9

General procedure: Add acid chloride (2mmol) dropwise to (1H-pyrazol-4-yl) methanol or(1H-3,5-dimethylpyrazol-4-yl) methanol (1 mmol),4-Dimethylaminopyridine (0.2mmol) and triethylamine (2.5mmol) were dissolved in a solution of dichloromethane (30mL), and the reaction was stirred at room temperature for 12 hours, and then a saturated sodium bicarbonate solution was slowly added with sufficient stirring. Until the reaction no longer produces gas,The layers were separated, and the organic phase was washed twice with saturated sodium bicarbonate solution (20 mL each time) and once with water (20 mL). The organic phase was dried over anhydrous sodium sulfate and the solvent was removed by rotary evaporation. The residue was purified on a silica gel column of 100-200 mesh, and ethyl acetate / petroleum ether (60-90 C) (1: 5, volume ratio) was used as eluent. After removing the solvent by rotary evaporation, a pyrazole methoxide derivative having the general chemical structure I is obtained.

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-Pyrazol-4-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Nankai University; Tang Liangfu; Xu Yue; Yang Jiali; Xia Dongqi; (10 pag.)CN110386899; (2019); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 14521-81-4, name is 3-Fluoro-1H-pyrazole, molecular formula is C3H3FN2, 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. category: pyrazoles-derivatives

(5)-N-(4-Cyano-3-(trifluoromethyl)phenyl)-3-(3-fluoro-lH-pyrazol- l-yl)-2-hydroxy-2- methylpropanamide Ci5Hi2F4N402 (1012) (0755) (0756) [00344] To a solution of 3-fluoro-pyrazole (0.20 g, 0.00232 mol) in anhydrous THF (10 mL), which was cooled in an ice water bath under an argon atmosphere, was added sodium hydride (60% dispersion in oil, 0.24 g, 0.00582 mol). After addition, the resulting mixture was stirred for 3 h. (7?)- 3-Bromo-N-(4-cyano-3-(trifluoromethyl)phenyl)-2-hydroxy-2-methylpropanamide (8, 0.82 g, 0.00232 mol) was added to above solution, and the resulting reaction mixture was allowed to stir overnight at RT under argon. The reaction was quenched by water, and extracted with ethyl acetate. The organic layer was washed with brine, dried with MgS04, filtered, and concentrated under vacuum. The product was purified by a silica gel column using ethyl acetate and hexanes (2: 1) as eluent to afford 0.36 g of the compound as white needles. (0757) [00345] Compound 1012 was characterized as follows: lH NMR (400 MHz, DMSO-i delta 10.39 (s, 1H, NH), 8.47 (d, = 2.0 Hz, 1H, ArH), 8.24 (dd, = 8.8 Hz, = 2.0 Hz, 1H, ArH), 8.11 (d, = 8.8 Hz, 1H, ArH), 7.55 (t, J = 3.0 Hz, 1H, Pyrazole-H), 6.29 (s, 1H, OH), 5.93-5.91 (m, 1H, Pyrazole- H), 4.34 (d, = 13.6 Hz, 1H, CH), 4.15 (d, = 13.6 Hz, 1H, CH), 1.36 (s, 3H, CH3); Mass (ESI, Positive): 357.0966 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 14521-81-4, its application will become more common.

Reference:
Patent; UNIVERSITY OF TENNESSEE RESEARCH FOUNDATION; NARAYANAN, Ramesh; MILLER, Duane; PONNUSAMY, Thamarai; HWANG, Dong-Jin; HE, Yali; (234 pag.)WO2017/214634; (2017); 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. 28466-21-9, name is 1,3,5-Trimethyl-1H-pyrazol-4-amine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H11N3

Reference Example 37 Ethyl 4-{4-chloro-7-(1-ethylpropyl)-2-[(1,3,5-trimethyl-1H-pyrazol-4-yl)amino]-1H-benzimidazol-1-yl}butanoate A mixture of ethyl 4-[2,4-dichloro-7-(1-ethylpropyl)-1H-benzimidazol-1-yl]butanoate (Reference Example 33; 371 mg, 1.00 mmol), 4-amino-1,3,5-trimethylpyrazole (375 mg, 3.00 mmol) and p-toluenesulfonic acid monohydrate (190 mg, 1.00 mmol) in 1-methyl-2-pyrrolidinone (3 mL) was stirred at 150 C. for 16 hr. After cooling, aqueous sodium bicarbonate was added and the mixture was extracted with ethyl acetate. Organic layer was washed with water and brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by flash chromatography on silica gel eluding with a 0-5% methanol/ethyl acetate gradient mixture. The filtrate was concentrated in vacuo to give the solid, which was recrystallized from ethyl acetate/n-hexane to give the title compound (340 mg, 0.74 mmol, 74%) as a colorless solid. mp 177-178 C. 1H NMR (CDCl3) delta 0.86 (t, J=7.3 Hz, 6H), 1.28 (t, J=7.0 Hz, 3H), 1.64-1.85 (m, 4H), 2.03-2.16 (m, 2H), 2.20 (s, 3H), 2.22 (s, 3H), 2.44-2.51 (m, 2H), 2.87-2.99 (m, 1H), 3.74 (s, 3H), 4.10-4.24 (m, 4H), 6.79 (d, J=8.3 Hz, 1H), 6.90 (s, 1H), 7.08 (d, J=8.3 Hz, 1H). MS Calcd.: 459; Found: 460 (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 28466-21-9.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; US2009/186879; (2009); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 2820-37-3, name is 3,4-Dimethyl-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C5H8N2

145 Kg of 3,4-dimethylpyrazole obtained after post-treatment of reaction zone B was dissolved in 200 Kg of ethanol and 110 Kg of water.After the mixed solution is placed in the corresponding storage tank, the reaction zone C of the microchannel reactor is preheated to about 45 C, wherein the reaction CThe zone is composed of 3 microchannel reaction tablets with a liquid holding capacity of 200 mL, wherein the ethanol solution of 3,4-methylpyrazole and 174 Kg areThe amount of phosphoric acid with a fraction of 85% is 2.50 L/min and 1.02 L/min, the residence time is about 10 s, cooling, crystallization, overFiltration, drying to obtain about 281.2Kg of white powdery solid, namely 3,4-dimethylpyrazole phosphate, the yield is 95.9%, the purity is96.2% (HPLC).

The synthetic route of 2820-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sinochem Agricultural (Linyi) Research And Development Center Co., Ltd.; Sun Yingxiang; Wei Yanqing; Liu Xiaobo; Zhang Xixing; (17 pag.)CN109574935; (2019); A;,
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. 35277-02-2, name is 4-Fluoro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows., name: 4-Fluoro-1H-pyrazole

7-Bromo-5 -(chloromethyl)-2,3 -dihydro- 1 -benzofuran 3 (120 mg, 0.48 mmol, 1.17 eq.), 4-fluoro-JH-pyrazole (35 mg, 0.41 mmol, leq.), K2C03 (120 mg, 0.87 mmol, 2.1 eq.) in DMF (1 mL) were stirred at rt for 18 hr. The reaction was diluted with water (8 mL) and extracted with EtOAc (10 mL X 2). The combined organics were dried over Na2SO4, and concentrated to give a residue, which was purified by chromatography (SG, hexane/DCM (1.5:1)) to yield 4 as a white solid (106 mg, 88% yield).

According to the analysis of related databases, 35277-02-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TETRA DISCOVERY PARTNERS, LLC; NUGENT, Richard A.; GURNEY, Mark; MO, Xuesheng; (92 pag.)WO2016/49595; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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