Day: June 23, 2021

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. 1202993-11-0, name is 5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Product Details of 1202993-11-0

Step 2 : preparation of of 5-chloro-3-(difluoromethyl)-1-methyl-1 H-pyrazole-4-carbonyl chloride (lllb-1 ) 3.2 g of 5-chloro-3-(difluoromethyl)-1-methyl-1 H-pyrazole-4-carboxylic acid and 44.3 ml of thionyl chloride are refluxed for 5 hours. After cooling down, the reaction mixture is evaporated under vacuum to yield 3.5 g of 5-chloro-3-(difluoromethyl)-1-methyl-1 H-pyrazole-4-carbonyl chloride as a yellow oil. H NMR (400 MHz, CHCI3-c/6) delta ppm : 3.97 (s, 3H); 7.00 (t, J = 52.01 Hz, 1 H); IR (TQ) : 1759 and 1725 cm”1 (C=0).

The synthetic route of 1202993-11-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER CROPSCIENCE AG; BENTING, Juergen; COQUERON, Pierre-Yves; CRISTAU, Pierre; DAHMEN, Peter; DESBORDES, Philippe; GARY, Stephanie; GREUL, Joerg; HADANO, Hiroyuki; MEISSNER, Ruth; WACHENDORFF-NEUMANN, Ulrike; WO2011/151370; (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. 89202-89-1, name is 1,4-Dimethyl-1H-pyrazole-3-carboxylic acid, A new synthetic method of this compound is introduced below., COA of Formula: C6H8N2O2

1,4-Dimethyl-1H-pyrazole-3-carbonyl chloride 1,4-Dimethyl-1H-pyrazole-3-carboxylic acid (190 mg) was weighed to a round bottom flask and thionyl chloride (1 ml) was added. The reaction was heated to reflux for 6 h then overnight at RT. After this time thionyl chloride was evaporated and the residue azeotroped with toluene to afford the title compound, 200 mg. 1H NMR (CDCl3) delta 7.2 (m, 1H), 3.98 (s, 3H), 2.27 (s, 3H).

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; Glaxo Group Limited; Hamblin, Julie Nicole; Jones, Paul Spencer; Keeling, Suzanne Elaine; Le, Joelle; Mitchell, Charlotte Jane; Parr, Nigel James; (136 pag.)US9326987; (2016); B2;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 34334-96-8, 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. 34334-96-8, name is 3-Methyl-5-nitro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Add acetonitrile (75 rnL) to a mixture of (2.0 g, 15rnmoi). potassium carbonate (4.1 g, 2.0 eq), and 1-chioro-2-propanol (3.8 mL, 3.0 eq).Stir at 85 C overnight. Cool to rt. Filter and rinse the solids with EtOAc. Concentrate the filtrate in vacuo to provide a residue. Subject the residue to normal phase chromatography, eluting with 50% EtOAc in hexanes, to give the title compound (2.0 g, 65%). MS (ES) ,n/z 186 (M+1-1).

The synthetic route of 3-Methyl-5-nitro-1H-pyrazole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; BASTIAN, Jolie Anne; CLAYTON, Joshua Ryan; COATES, David Andrew; SALL, Daniel Jon; WOODS, Timothy Andrew; (58 pag.)WO2018/13486; (2018); 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. 2075-45-8, name is 4-Bromo-1H-pyrazole, A new synthetic method of this compound is introduced below., SDS of cas: 2075-45-8

4-Bromo-1-(1-ethoxyethyl)-1H-pyrazole (5-II-a) To a solution of 4-bromo-1H-pyrazole (3 g, 20.4 mmol), ethyl vinyl ether (1.76 g, 24.5 mmol) in DCM (30 mL) was added HCl (4M in dioxane, 0.16 mL), and the reaction mixture was stirred for 3 h at RT. After completion of the reaction (monitored by TLC), the reaction was neutralized with saturated NaHCO3 solution and extracted with DCM (3*100 mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo to afford 5-II-a (4.46 g, 89%) as colorless liquid; TLC: 30% EtOAc/Hexane (Rf: 0.7); 1H-NMR (CDCl3, 200 MHz): delta 7.60 (s, 1H), 7.46 (s, 1H), 5.46 (q, J=6.0 Hz, 1H), 3.55-3.25 (m, 2H), 1.63 (d, J=6.0 Hz, 3H), 1.15 (t, J=7.2 Hz, 3H); MS: 221 [M++2].

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; Petter, Russell C.; Jewell, Charles F.; Lee, Kwangho; Medikonda, Aravind Prasad; Niu, Deqiang; Qiao, Lixin; Singh, Juswinder; Zhu, Zhendong; US2011/269244; (2011); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Related Products of 18213-75-7, A common heterocyclic compound, 18213-75-7, name is 5-Amino-1-methyl-1H-pyrazole-4-carboxamide, molecular formula is C5H8N4O, 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.

5-Amino-I-methyl-I H-pyrazole-4-carboxylic acid amide (1.49 g; 10.618 mmol and 4,4-dimethyl-dihydro-pyran-2,6-dione (2.26 g; 15.898 mmol) was heatedto 170 C for 6 h. The reaction mixture was cooled to room temperature, 10% aqueous sodium hydroxide solution (56.00 mL) was added and the mixture was heated to 100 C for 2h. The reaction mixture was cooled to 0 C, acidified with acetic acid and extracted with dichloromethane. The combinedorganic layers were dried with sodium sulfate, filtered by suction and concentrated. The residue was triturated with petrol ether and ethyl acetate (1/I), the resulting solid was filtered and dried. Yield: 0.80 g (28%) colorless solid: LC/MS (B), Rt: 1.84 mm; (M+H) 265.0. ?H NMR (400 MHz, DMSO-d6) 6 13.00 (brs, IH), 12.12 (brs, IH), 7.92 (s, IH), 3.86 (s, 3H), 2.68 (5, 2H), 2.22(s, 2H), 1.04 (s, 6H)

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; MERCK PATENT GMBH; BUCHSTALLER, Hans-Peter; DORSCH, Dieter; (111 pag.)WO2017/76484; (2017); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 660845-30-7, name is 5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde, 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 660845-30-7, Formula: C6H5ClF2N2O

Preparation example 1 : preparation of N-cyclopropyl-N-[2-(2,6-dichlorophenoxy)ethyl]-3-(difluoromethyl)- 5-fluoro-1-methyl-1 H-pyrazole-4-carboxamide (compound 124)Step 1 : preparation of of 5-chloro-3-(difluoromethyl)-1-methyl-1 H-pyrazole-4-carboxylic acid (llla-1 ) In a 500 ml flask, 6.0 g (31 mmol) of 5-chloro-3-(difluoromethyl)-1-methyl-1 H-pyrazole-4-carbaldehyde are added to 30 ml of toluene. A solution of 2.4 g (62 mmol) of sodium hydroxide in 6ml of water is added to the reaction mixture, followed by 103 ml of a 30% solution of hydrogen peroxide in water, whilst keeping the temperature below 37C. After the end of the addition, the reaction mixture is stirred at 50C for 7 hours. Once the reaction mixture is back to room temperature, the two phases are separated and the organic phase is extracted with 100 ml of water. The combined aqueous phases are acidified to pH 2 with aqueous hydrochloric acid. The resulting white precipitate is filtered, washed twice with 20 ml of water, and dried to yield 3.2 g of 5-chloro-3-(difluoromethyl)-1-methyl-1 H-pyrazole-4-carboxylic acid as a white solid. H NMR (400 MHz, DMSO-c/6) delta ppm : 3.78 (s, 3H); 7.12 (t, 1 H, JHF = 53.60 Hz)13.19 (s, 1 H); IR (KBr) : 1688 cm”1 (C=0); 2200-3200 cm”1 broad (hydrogen bond).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Chloro-3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; BAYER CROPSCIENCE AG; BENTING, Juergen; COQUERON, Pierre-Yves; CRISTAU, Pierre; DAHMEN, Peter; DESBORDES, Philippe; GARY, Stephanie; GREUL, Joerg; HADANO, Hiroyuki; MEISSNER, Ruth; WACHENDORFF-NEUMANN, Ulrike; WO2011/151370; (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. 930-36-9, name is 1-Methylpyrazole, A new synthetic method of this compound is introduced below., category: pyrazoles-derivatives

To a stirred solution of 1 -methyl- lH-pyrazole (609 mmol) in dry ether (600 mL) under an atmosphere of nitrogen is added a solution of n-BuLi in hexane (2.6 M, 670 mmol) dropwise at -78C over a period of Ih. The reaction mixture is then stirred at this temperature for a further 1 h, and then dry carbon dioxide gas is passed through the mixture at -78C for 30 min. The reaction mixture is then allowed to warm to room temperature and quenched with water (500 mL). The aqueous phase is separated, washed with ether (500 mL) and cooled to 2-3 0C. To the stirred mixture is added concentrated aqueous hydrochloric acid until a peta of 3 is obtained. The resulting precipitate is collected by filtration, washed with ice-cold water (20 mL), dried first in open air, and then in a vacuum desiccator over P2O5 to afford 2-methyl-2H-pyrazole-3-carboxylic acid as a white powder.[0232] Compound wt: 35.3g, 45.4% yield. 1H NMR (400 MHz, DMSOi6) delta: 13.31 (IH, bs);7.50 (IH, d); 6.81 (IH, d); 4.07 (3H, s).

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; Galapagos NV; WO2009/71706; (2009); 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. 1572-10-7, name is 3-Amino-5-phenylpyrazole, A new synthetic method of this compound is introduced below., SDS of cas: 1572-10-7

General procedure: The compound tetronic acid (15) (80 mg, 0.8 mmol) was dissolved in 4 mL of ethanol, followed by addition of terphenyl aldehyde 13a (221.2 mg, 0.8 mmol) and 3-amino-5-phenyl pyrazole 14a (127.2 mg, 0.8 mmol). The reaction mixture was refluxed in ethanol at 78 C for an hour. Then reaction suspension was cooled to room temperature, and the precipitated product was collected by vacuum filtration and washed with ethanol (3 mL), then recrystallized from ethanol to afford pure compound 8a as a white solid, 340 mg in 85% yield. Mp: 273-274 C; 1H NMR (300 MHz, DMSO-d6): delta 4.80 (s, 2H), 5.25 (s, 1H ), 6.89-6.99 (m, 1H), 7.19-7.35 (m, 7H), 7.42-7.52 (m, 4H), 7.65 (dd, 4H, J = 8.8, 11.7 Hz), 8.05 (s, 1H), 10.19 (s, 1H ), 12.56 (s, 1H); 13C NMR (300 MHz, DMSO-d6): delta 30.5, 64.8, 94.4, 99.8, 111.1, 111.3, 113.2, 121.3, 125.4, 126.1, 126.7, 126.9, 127.1, 127.2, 127.3, 128.3, 128.7, 128.8, 132.7, 137, 137.2, 138.8, 139.3, 145.8, 152.7, 157.7, 172.2; MS (ESI): 500 [M+H]+; HRMS (ESI) calcd for C32H23O2N3F [M+H]+ 500.1712; found: 500.1738.

The synthetic route of 1572-10-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kamal, Ahmed; Tamboli, Jaki R.; Lakshma Nayak; Adil; Vishnuvardhan; Ramakrishna; Bioorganic and Medicinal Chemistry; vol. 22; 9; (2014); p. 2714 – 2723;,
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 28466-26-4 as follows. category: pyrazoles-derivatives

General procedure: 3 -Phenyl- lH-pyrazol-4-amine (100.0 mg, 0.6 mmol, 1.0 equiv) was dissolved in THF (15.0 mL). TEA (l27. l mg, 1.3 mmol, 2.0 equiv) and l-butyl-4-isocyanatobenzene (132.1 mg, 0.8 mmol, 1.2 equiv) were added dropwise. The solution was then stirred for 2 hours at RT. The resulting solution was concentrated under vacuum. The crude product was purified by Prep-HPLC with the following conditions: Column: XBridge Prep OBD C18 Column, 30x l50mm 5um; Mobile Phase A:Water (10 MMOL/L NH4HCO3), Mobile Phase B:ACN; Flow rate:60 mL/min; Gradient:50% B to 82% B in 7.5 min; UV 254/210 nm; RTl :4.48. l-(4-Butylphenyl)-3-(3-phenyl-lH-pyrazol-4-yl)urea (30 mg, 14.3%) was isolated as a white solid. LCMS Method G, MS-ESI: 335. l[M+H+]

According to the analysis of related databases, 28466-26-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IFM DUE, INC.; ROUSH, William R.; VENKATRAMAN, Shankar; GLICK, Gary; SEIDEL, Hans Martin; (171 pag.)WO2020/10155; (2020); 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 42027-81-6 as follows. Recommanded Product: 2-(4-Nitro-1H-pyrazol-1-yl)ethanol

Into a 100 mL round-bottom flask purged and maintained under inert atmosphere of nitrogen, were placed compound 33.1 (500 mg, 3.18 mmol, 1.00 equiv) in 10 mL of distilled DMF. This was followed by the addition of sodium hydride (191 mg, 7.96 mmol, 1.50 equiv) in portions. After stirring for 30 mm, Mel (2.26 g, 15.92 mmol, 5.00 equiv) was added dropwise via syringe and the resulting solution was stirred for 16 h at room temperature. The reaction was then quenched with 50 mL of water, extracted with 3 x 60 mL of ethyl acetate. The organic layers were combined and washed with brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was purified using flash column chromatography to furnish 420 mg (77%) of intermediate 33.2 as a yellow solid.

According to the analysis of related databases, 42027-81-6, the application of this compound in the production field has become more and more popular.

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