Month: September 2021

Adding a certain compound to certain chemical reactions, such as: 120068-79-3, name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, 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 120068-79-3, COA of Formula: C11H5Cl2F3N4

EXAMPLE 6 Use of Trifluoromethanesulfinic Acid Prepared in Accordance with the Invention for Synthesis of Fipronil A 500 ml jacketed reactor with stirrer, baffles and condenser was initially charged under a nitrogen atmosphere with 103 g of ethylbenzene, 6.3 g of dimethylisopropylamine hydrochloride (0.050 mol, 99%) and 15.5 g of potassium chloride (0.208 mmol). Subsequently, 31.5 g of trifluoromethanesulfinic acid (0.223 mol, 95.0%), 17.9 g of dimethylisopropylamine (0.203 mol, 99%) and 24.2 g of thionyl chloride (203 mmol, 99.7%) were metered in at 0 C. with cooling. After subsequently adding 54.8 g of 5-amino-3-cyano-1-(2,6-dichlor-4-trifluoromethylphenyl)pyrazole, the reaction mixture was stirred at 0 C. for 1 h, then heated to 35 C. over 45 min and stirred at 35 C. for a further 10 h. After the reaction had been quenched with sodium hydroxide solution and extracted with ethyl acetate and ethylbenzene, a nonisolated yield of fipronil of 80% was obtained in the crude solution (determination by means of quantitative HPLC).

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-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BASF SE; US2011/190510; (2011); A1;,
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. 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, A new synthetic method of this compound is introduced below., SDS of cas: 31108-57-3

To a stirred solution of ethyl 2-((2-chloroethyl) amino)-2-phenylacetate (0.10 g, 0.413 mmol) in DMF (1 ml) was added K2C03 (0.114 g, 0.827 mmol) at 25 C. After stirring for 15 minutes, 1 /7-pyrazolc-4-carhonitrilc (0.046g, 0.496 mmol) was added at 25 C. The reaction mixture was heated at 60 C for 3 hours. Then the reaction mixture was poured into ice water (15 ml) and the product was extracted with ethyl acetate (2 x 30 ml). The combined organic layers were washed with brine (20 ml), dried over anhydrous sodium sulphate and concentrated under reduced pressure. The residue was purified by silica gel chromatography to afford the title compound (0.050 g, 40%). LCMS: m/z = 299.76 [M+l].

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; CONSTELLATION PHARMACEUTICALS, INC.; WILSON, Jonathan, E.; BRUCELLE, Francois; LEVELL, Julian, R.; (153 pag.)WO2019/161162; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 180207-57-2, These common heterocyclic compound, 180207-57-2, name is 2-(1H-Pyrazol-4-yl)ethanol, 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.

2-(1H-pyrazol-4-yl)ethan-1-ol (300 mg, 2.7 mmol) was dissolved in DCM (10 mL), DIPEA (1.9 mL) was added and the solution cooled at 0 C. Methanesulfonyl chloride (620 DL, 8.3 mmol) was added, the solution was stirred for 1 h, then it was diluted with DCM (20 mL) and extracted with 10% aqueous citric acid (2×20 mL) and water (20 mL). The organic layer was dried over MgSO4 and filtered. The solvent was removed under reduced pressure and the crude was purified by chromatography (cyclohexane/EtOAc 0?100%) to afford 2-(1-(methylsulfonyl)-1H-pyrazol-4-yl)ethyl methanesulfonate (450 mg, 62%). 1H NMR (500 MHz, DMSO-d6) delta 8.20 (d, J = 0.8 Hz, 1 H), 7.92 (d, J = 0.8 Hz, 1 H), 4.39 (t, J = 6.6 Hz, 2H), 3.50 (s, 3H), 3.17 (s, 3H), 2.91 (t, J = 6.6, 0.9 Hz, 2H).

Statistics shows that 2-(1H-Pyrazol-4-yl)ethanol is playing an increasingly important role. we look forward to future research findings about 180207-57-2.

Reference:
Patent; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; MARAIS, Richard; SPRINGER, Caroline; NICULESCU-DUVAZ, Dan; MILLER, Natalie; ALJARAH, Mohammed; ZAMBON, Alfonso; LEUNG, Leo; SMITHEN, Deborah; BROWN, Michael; TANG, Haoran; (193 pag.)WO2019/73251; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Electric Literature of 866837-96-9,Some common heterocyclic compound, 866837-96-9, name is Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate, molecular formula is C12H13N3O2, 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.

5-(3,3-Dimethyl-2-oxo-butylamino)-1 -phenyl-1 H-pyrazole-3-carboxylic acid ethyl ester; O,6g (25,9mmol) of 5-Amino-1 -phenyl-1 H-pyrazole-3-carboxylic acid ethyl ester are dissolved in 50ml DMF, 4,65g (25,9mmol) 1 -bromopinacolone and 16g (49.1 mmol, 1 ,9eq) of Cs2CO3 are added and the resulting mixture is heated to 100C for4hours.The reaction mixture is filtrated and the solvent removed in vacuo, the residue is subjected to preparative HPLC chromatography to obtain 2g (23%) of the product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 5-amino-1-phenyl-1H-pyrazole-3-carboxylate, its application will become more common.

Reference:
Patent; SANOFI; RUF, Sven; SADOWSKI, Thorsten; HORSTICK, Georg; SCHREUDER, Herman; BUNING, Christian; OLPP, Thomas; WIRTH, Klaus; WO2012/101199; (2012); 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 26308-42-9 as follows. SDS of cas: 26308-42-9

3-ethyl-1-methylpyrazole-5-carboxylic acid (10 mmol) thionyl chloride (25 mmol) and 1,2-dichloroethane (15 mL) were reacted under reflux and stirring for 3-4 hours.After cooling, the solvent and excess thionyl chloride were removed under reduced pressure to give the title compound 1. 3 g.

According to the analysis of related databases, 26308-42-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Huang, Danling; Hunan Research Institute of Chemical Industry ltd; Liu, Aiping; Huang, Mingzhi; Li, Jianming; Wang, xiaoguang; Liu, Weidong; Chen, Xiao Yang; He, Lian; Xiang, Jun; Pei, Hui; (24 pag.)CN106608873; (2017); A;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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, Application In Synthesis of 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

Reference of 1260243-04-6, A common heterocyclic compound, 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, molecular formula is C6H9N3O2, 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 sodium ethoxide (520mg, 7.6mmol) in EtOH (20mL) were added ethyl 3- amino-lH-pyrazole-4-carboxylate (1 g, 6.45 mmol) and solid 1,3-dimethyluracil (1.35g, 9.68mmol), under a N2atmosphere. The reaction mixture was stirred at 90 C for 3 h then cooled to 0 C in ice-water bath. Amber precipitate was appeared. The resulting amber precipitate was filtered off and dissolved in water (25 mL) and then the resulting solution was neutralized with acetic acid. White solid was appeared, filtered and collected the solid, and then azeotroped to dryness by refluxing in toluene (100 mL) to give the title compound as a white solid (900 mg, 67%). H NMR (300 MHz, DMSO-Lambda): delta (ppm) 11.78 (brs, 1H), 8.58 (d, J = 8.0 Hz, 1H), 8.15 (s, 1H), 6.16 (d, J= 7.9 Hz, 1H), 4.28 (q, J= 7.0 Hz, 2H), 1.29 (t, J= 7.0 Hz, 3H).

The synthetic route of 1260243-04-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CALITOR SCIENCES, LLC; SUNSHINE LAKE PHARMA CO., LTD.; XI, Ning; LI, Minxiong; LI, Xiaobo; WO2015/73267; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Reference of 35691-93-1, The chemical industry reduces the impact on the environment during synthesis 35691-93-1, name is Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate, I believe this compound will play a more active role in future production and life.

General procedure: 4.3.1. Ethyl 5-amino-2-methylpyrazolo[1,5-a]quinoline-3-carboxylate (7a). Condition C: A mixture of 2-fluorobenzonitrile6a (121 mg, 1.00 mmol), 1H-pyrazole 4 (202 mg, 1.20 mmol) andCs2CO3 (980 mg, 3.00 mmol) in DMF (5.0 mL) was stirred at 120 Cfor 16 h. After monitoring the end of the reaction on TLC, themixture was cooled to room temperature and diluted with water.The resulting mixture was extracted with ethyl acetate twice. Thecombined organic layers werewashed with water twice, dried overMgSO4 and the solvent was removed in vacuo to afford a residue.The residue was purified by flash column chromatography(hexane:EtOAc1:1) on silica gel to afford 7a (124 mg, 46% yield).Condition D: The reaction was carried out in DMSO instead of DMFunder the same conditions as that of condition C to afford 7a (175 mg, 65% yield).

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 3,5-dimethyl-1H-pyrazole-4-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kato, Jun-Ya; Ijuin, Ryosuke; Aoyama, Hiroshi; Yokomatsu, Tsutomu; Tetrahedron; vol. 70; 17; (2014); p. 2766 – 2775;,
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. 25699-98-3, name is 4′-(1-Pyrazolyl)acetophenone, A new synthetic method of this compound is introduced below., COA of Formula: C11H10N2O

1-(4-(1H-pyrazol-1-yl)phenyl)ethan-1-one (1.26 g, 6.8 mmol) and THF (25 mL) were stirred at ambient temperature in a 100 mL round flask. The mixture was cooled in an ice bath, and NaH (544 mg, 13.6 mmol, 2.0 eq.) was added slowly and stirred at ambient temperature for 5 minutes. CS 2 (620 muL, 10.2 mmol, 1.5 eq.) was added slowly and stirred at ambient temperature for 5 minutes. MeI (1.3 mL, 20.4 mmol, 3.0 eq.) was added slowly and stirred at 50 for 12 hours. After the reaction ended, H 2O was added for quenching, and the reactant was extracted with EtOAc. The organic solvent layer was dried over MgSO 4 and concentrated in vacuo. After that, Et 2O was added to the reactant and sonicated and filtered to provide the compound (1.3 g) (yield: 66%).

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; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; INDUSTRY-ACADEMIC COOPERATION FOUNDATION, YONSEI UNIVERSITY; CHANG, Sung Youn; LEE, Hyuk; KIM, Ki Young; KIM, Bum Tae; KIM, Sung Soo; KIM, Seong Hwan; LIM, Hwan Jung; HEO, Jung Nyoung; SHIN, Sang Joon; PARK, Sang Youn; (180 pag.)WO2019/156439; (2019); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 127107-23-7, name is 1-Methyl-1H-pyrazol-4-amine hydrochloride, 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 127107-23-7, Product Details of 127107-23-7

. Into a 2000-mL 3-necked round-bottom flask, were placed a solution of intermediate 24.3 (56 g, 152.22 mmol, 1.00 equiv) in n-butanol (1000 mL) and 1- methyl-1H-pyrazol-4-amine hydrochloride (40.89 g, 306.11 mmol, 2.01 equiv). The reaction was stirred overnight at 110 C in an oil bath. Upon completion, the reaction was cooled to room temperature solids were collected by filtration and the resulting solution was diluted with 500 mL of H20. The pH value of the solution was adjusted to 10 with sodium hydroxide (1 mol/L). The resulting solids were collected by filtration and dried in an oven under reduced pressure to furnish 61.9 g (95%) of compound 1-24 as an off-white solid. LCMS: (ES, m/z):429 [M+H] ?HNMR: (400MHz, CD3OD): ?5 7.877(1H, s), 7.568(1H, s), 4.044(1H, s), 3.887(3H, s), 3.751- 3.740(4H, d), 2.692-.2638(7H, m), 2.343(1H, s), 2.264(2H, s), 2.099(2H, s), 1.514-1.392(4H, m).

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; NIMBUS IRIS, INC.; ROMERO, Donna L.; MASSE, Craig E.; ROBINSON, Shaughnessy; GREENWOOD, Jeremy Robert; HARRIMAN, Geraldine; WO2015/48281; (2015); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics