Day: July 5, 2021

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 15366-34-4 as follows. Recommanded Product: 15366-34-4

A solution of methyl 1H-pyrazole-3-carboxylate (5 g) in dry acetonitrile was treated with cesium carbonate (32.3 g) and methyl iodide (6.45 g) and the mixture was stirred at rt for 2 h. The suspension was filtered and the volatiles were removed under reduced pressure. The residue was purified by chromatography (SiO2, Cy/EtOAc) to yield the desired product (66% yield). LC-MS (Method 1): m/z [M+H]+=141.2 (MW calc.=140.14); Rt=1.0 min.

According to the analysis of related databases, 15366-34-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gruenenthal GmbH; Nordhoff, Sonja; Wachten, Sebastian; Kless, Achim; Voss, Felix; Ritter, Stefanie; US2014/194443; (2014); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 5203-77-0, 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. 5203-77-0, name is 1,3-Dimethyl-1H-pyrazol-5-ol, This compound has unique chemical properties. The synthetic route is as follows.

At room temperature, 1,3-dimethyl-1H-pyrazole-5-ol (1.12 g, 0.01 mol) and (2.02 g, 0.02 mol) triethylamine were sequentially dissolved in 20 ml of dichloromethane.The low temperature bath was cooled to 3 C. To the above mixture, 5-(methylsulfonyl)quinoline-8-carbonyl chloride (2.83 g, 0.0105 mol) was added dropwise at a drop rate of 1 drop / 30 seconds. After the dropwise addition, the mixture naturally rose to room temperature and reacted for 5 hours. .To the reaction mixture was added 10 ml of a saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with dichloromethane (3 * 15 ml). The organic layers were combined, Wash with water (1 * 15ml), saturated brine, and dry over anhydrous magnesium sulfate.The product was desolvated under reduced pressure to obtain 2.76 g of the product with a yield of 80%

The chemical industry reduces the impact on the environment during synthesis 1,3-Dimethyl-1H-pyrazol-5-ol. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shandong Joint Pesticide Co., Ltd.; Tang Jianfeng; Chi Huiwei; Wu Jianting; Yuan Xue; Liu Ying; (52 pag.)CN110615781; (2019); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 35344-95-7, 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 35344-95-7 as follows.

A solution of 1H-pyrazole-4-carbaldehyde (2.05 g, 21.4 mmoL) and hydroxylamine hydrochloride (1.63 g, 23.5 mmol) in MeOH (50 mL) was stirred at room temperature for 19 hrs. The reaction mixture was concentrated to give 1H-pyrazole-4-carbaldehyde oxime (3.3 g, crude) as a yellow solid.

According to the analysis of related databases, 35344-95-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; GARDELL, Stephen; PINKERTON, Anthony B.; SERGIENKO, Eduard; SESSIONS, Hampton; (428 pag.)WO2018/132372; (2018); 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. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 1H-Pyrazole-4-carbonitrile

To a solution of 2-chloro-N-(2,4-dimethoxybenzyl)-5-nitrobenzenesulfonamide (15.0 g, 38.8 mmol) in acetonitrile (450 mL) were added 1H-pyrazole-4-carbonitrile (5.41 g, 93.1 mmol) and powdered potassium carbonate (16.1 g, 116 mmol) and it was stirred overnight at 10000. The reaction mixture was concentrated in vacuo and the residue was extractedwith ethyl acetate and water. Pure title compound precipitated and was filtered off (9.09 g20.5 mmol, 53 % yield, 97 % purity), The organic phase was washed with brine and dried over sodium sulfate. Concentration in vacuo led to further crude title compound (9.11 g., app. 60 % purity).LC-MS (Method B): Rt = 1.17 mm; MS (ESIneg): m/z = 442 [M-H]1HNMR (400MHz, DMSO-d6) oe [ppm]: 3.53 (s, 3H), 3.64 (s, 3H), 4.08 (s, 2H), 6.20 (d,1H), 6.29 (dd, 1H), 7.07 (d, 1H), 7.89 (d, 1H), 8.12 (br s, 1H), 8.30 (br s, 1H), 8.41 -8.54 (m, 2H), 9.17 (brs, 1H).

The synthetic route of 31108-57-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WERNER, Stefan; MESCH, Stefanie; CLEVE, Arwed; BRAeUER, Nico; HERBERT, Simon, Anthony; KOCH, Markus; DAHLLOeF, Henrik; OSMERS, Maren; HARDAKER, Elizabeth; LISHCHYNSKYI, Anton; (673 pag.)WO2017/191000; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Some common heterocyclic compound, 637336-53-9, name is Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate, molecular formula is C6H9N3O2, 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 Methyl 4-amino-1-methyl-1H-pyrazole-3-carboxylate

Synthesis of compound 3d: 4-(3-{3-[5-(tert-Butoxycarbonylamino-methyl)-pyridin-3-yl]-6-oxo-6H-pyridazin-1-ylmethyl}-benzoylamino)-1-methyl-1H-pyrazole-3-carboxylic acid methyl ester A mixture of 3-{3-[5-(tert-Butoxycarbonylamino-methyl)-pyridin-3-yl]-6-oxo-6H-pyridazin-1-ylmethyl}-benzoic acid lithium salt (240.0 mg; 0.54 mmol; 1.0 eq.), (benzotriazol-1-yloxy)tris(dimethylamino)-phosphonium hexafluorophosphate (321.5 mg; 0.71 mmol; 1.3 eq.) and ethyldiisopropylamine (0.14 ml; 0.81 mmol; 1.5 eq.) in DMF (3 ml) was stirred at rt for 4 h. The reaction mixture was poured into water and extracted with ethyl acetate, washed with brine and concentrated to yield the crude title compound as off-white solid (310.0 mg; yield: 100%), which was used for next step without further purification. LC-MS (M+H)+: 574.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 637336-53-9, its application will become more common.

Reference:
Patent; Merck Patent GmbH; CHEN, Xiaoling; LAN, Ruoxi; JORAND-LEBRUN, Catherine; YU, Henry; GOUTOPOULOS, Andreas; (34 pag.)US2016/229871; (2016); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Application of 118430-74-3, These common heterocyclic compound, 118430-74-3, name is 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine, 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.

General procedure: A 0.1 M NaClO4solution (50 ml) in MeCN containing NH4SCN (6 mmol, 0.46 g) and indole (1a)(2 mmol, 0.24 g) was placed in a glass cell with coaxally positioned Ptelectrodes (San. = 26 cm2, Scat. = 10 cm2). The electrolysis was performed atE = 0.70 V vs SCE (CPE) or at j = 2.5 mA/cm2 (GE). After passing of 2.1 F ofelectricity in CPE (or 2.5 F in GE) calculated on the basis of 1 F/NH4SCN mol, theelectrolysis was terminated and the MeCN was distilled off. H2O (10 ml) wasadded and the residue was extracted with CH2Cl2 (4 25 ml). The extractswere combined, dried over anhydrous Na2SO4, filtered and the solvent wasdistilled off. The residue was purified by column chromatography on silica gel(eluent-a mix of light petroleum and EtOAc with a buildup of the volumefraction of the latter from 5% to 20%) to afford pure 3-thiocyanato-1H-indole

Statistics shows that 3-Cyclopropyl-1-methyl-1H-pyrazol-5-amine is playing an increasingly important role. we look forward to future research findings about 118430-74-3.

Reference:
Article; Kokorekin, Vladimir A.; Sigacheva, Vera L.; Petrosyan, Vladimir A.; Tetrahedron Letters; vol. 55; 31; (2014); p. 4306 – 4309;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 2075-45-8, The chemical industry reduces the impact on the environment during synthesis 2075-45-8, name is 4-Bromo-1H-pyrazole, I believe this compound will play a more active role in future production and life.

To a solution of 4-bromo-1H-pyrazole (0.1 g, 0.68 mmol) in DMF (20 ml) were added K2CO3 (0.19 g, 1.36 mmol, 2 eq.) and (bromomethyl)cyclopropane (92 mg, 0.68 mmol, 1 eq.). The mixture was stirred at RT for 4 h. The mixture was quenched and extracted as in Intermediate Example 5(c). The solvent was distilled off to afford the crude product (0.15 g).

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, 4-Bromo-1H-pyrazole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Linnanen, Tero; Wohlfahrt, Gerd; Nanduri, Srinivas; Ujjinamatada, Ravi; Rajagopalan, Srinivasan; Mukherjee, Subhendu; US2015/11548; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 4149-06-8, 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. 4149-06-8, name is 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The mixture of alpha,beta-unsaturated ketone 1, or 4 (1.0 mmol), 3-amino-1-phenyl-1H-pyrazol-5(4H)-one 2 (1.0 mmol), p-TSAxH2O (0.3mmol), MeCN (4mL), H2O (4mL) was put in a reaction flask under 80 C about 1-3 h (monitored by TLC). After completion, the reaction mixture was cooled to room temperature and the products would be precipitated out at same time. Then, it was filtered, washed thoroughly with MeCN. The products were recrystallized from DMF.

The chemical industry reduces the impact on the environment during synthesis 3-Amino-1-phenyl-1H-pyrazol-5(4H)-one. I believe this compound will play a more active role in future production and life.

Reference:
Article; Xu, Shuangshuang; Wang, Zhansheng; Li, Xiuling; Rong, Liangce; Tu, Shu-Jiang; Tetrahedron; vol. 72; 38; (2016); p. 5754 – 5761;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 57999-06-1, These common heterocyclic compound, 57999-06-1, name is 4-Phenyl-1H-pyrazol-5-amine, 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.

General procedure: The suitable 4-substituted-5-aminopyrazoles (1c-f, 1h-p) (20 mmoles) were diazotized as usual and the solution of diazonium salt was treated with of sodium acetate (24 mmoles) at room temperature and stirred until to complete dissolution. At this solution was then added ethyl acetoacetate (20.0 mmoles) in ethanol and stirred for 1 h at room temperature. The final compounds were recovered by filtration after addition of water or by extraction if a precipitate was not formed. Starting from 1f, in this reaction condition, a byproduct is formed and identified as 1H-Benzo[h]pyrazolo[3,4-c]cinnoline, 10. The unambiguous synthesis of this latter was obtained as described below. 5.6.1 Ethyl 4-methyl-8-(pyridin-3-yl)pyrazolo[5,1-c][1,2,4]triazin-3-carboxylate, 7c ;Yellow crystals; TLC eluent: dichloromethane/methanol 10:1 v/v; 1H NMR (CDCl3) delta 9.41 (d, J?=?2.0?Hz, 1H, Py); 8.77 (s, 1H, H-2); 8.70 (dd, J?=?7.8, 1.7?Hz, 1H, Py); 8.22 (dd, J?=?4.9, 1.7 1H, Py); 7.49 (dd, J?=?7.8, 4.9, 1H, Py); 4.60 (q, J?=?7.0?Hz, 2H, CH2); 3.27 (s, 3H, CH3); 1.60 (t, J?=?7.0?Hz, 3H, CH3). ;Anal C, H, N.

The synthetic route of 57999-06-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guerrini, Gabriella; Ciciani, Giovanna; Daniele, Simona; Martini, Claudia; Costagli, Camilla; Guarino, Chiara; Selleri, Silvia; Bioorganic and Medicinal Chemistry; vol. 26; 9; (2018); p. 2475 – 2487;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 1572-10-7, name is 3-Amino-5-phenylpyrazole, 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 1572-10-7, HPLC of Formula: C9H9N3

General procedure: The general method was described for the synthesis of D1. Compound C1 (150 mg, 0.393 mmol) was dissolved in ethanol (2 mL),followed by addition of 5-phenyl-1H-pyrazol-3-amine (62.63 mg, 0.393 mmol) and triethylamine (119.43 mg, 1.18 mmol). The mixture was stirred at room temperature for 5 h. The resultant mixture was purified by column chromatography to give D1.

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:
Article; Wang, Shuai; Shen, Dandan; Zhao, Lijie; Yuan, Xiaohan; Cheng, Jialing; Yu, Bin; Zheng, Yichao; Liu, Hongmin; Chinese Chemical Letters; vol. 31; 2; (2020); p. 418 – 422;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics