Category: pyrazoles-derivatives

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 5203-77-0 as follows. Application In Synthesis of 1,3-Dimethyl-1H-pyrazol-5-ol

a. 1.22 g (10.9 mmol) of 1,3-dimethyl-5-hydroxypyrazole and 1.1 g (10.9 mmol) of triethylamine are dissolved in 75 ml of acetonitrile and treated at 0 C. with 3.5 g (10.9 mmol) of 2-chloro-4-methylsulfonyl-3-(oxazol-5-yl)-benzoyl chloride in 50 ml of acetonitrile. Stirring is continued at 0 C for 1 hour, and 4.45 g (44 mmol) of triethylamine and 0.61 g (7.2 mmol) of acetocyanohydrin are subsequently added dropwise at room temperature. The solution is stirred at room temperature for 12 hours. For working up, the mixture is first treated with dilute hydrochloric acid and extracted using methyl tert-butyl ether. The ether phase is then extracted using 5% strength potassium carbonate solution. After the aqueous phase has been acidified with hydrochloric acid, the product is extracted from the aqueous phase using ethyl acetate. The ethyl acetate phase is dried using sodium sulfate and concentrated. This gives 1.2 g of crude product which is purified by column chromatography. This gives 0.4 g (27% of theory) of 1,3-dimethyl-4-[2-chloro-4-methylsulfonyl-3-(oxazol-5-yl)-benzoyl]-5-hydroxy-pyrazole, m.p.: 236-241 C. The compound shown in the table which follows is obtained by a similar method:

According to the analysis of related databases, 5203-77-0, the application of this compound in the production field has become more and more popular.

Electric Literature of 120068-79-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 120068-79-3 name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

REFERENCE EXAMPLE 1 A solution of 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole (20.0g) in dichloromethane (100ml) was stirred magnetically and treated dropwise with a solution of trifluoromethylsulphenyl chloride (10.8g) in dichloromethane (50ml) during 1 hour. The solution was stirred overnight at room temperature, then washed with water (100ml), dried over anhydrous magnesium sulphate, filtered, and evaporated in vacuo to give a solid (26.3g). This solid was recrystallized from toluene/hexane to give 5-amino-3-cyano-1-(2,6-dichloro4-trifluoromethylphenyl)-4-trifluoromethylthiopyrazole as fawn crystals (24.2g) m.p. 169-171C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, and friends who are interested can also refer to it.

Related Products of 83-10-3,Some common heterocyclic compound, 83-10-3, name is 1,5-Dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazole-4-carboxylic acid, molecular formula is C12H12N2O3, 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 3-chloro-4-((7-methoxyquinolin-4-yl)oxy)aniline (345 mg, 1.16 mmol) and l,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-lH-pyrazole-4-carboxylic acid (325 mg, 1.37 mmol) in DCM (10 mL) was added EDCI (270 mg, 1.37 mmol) and HOAT (35 mg, 0.23 mmol). The reaction was stirred at 45 C for 16 hours, quenched with water (20 mL) and extracted with DCM (50 mL x 2). The combined organic phases were washed with brine (80 mL), dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (EtOAc/PE (v/v) = 2/1) to give the title compound as a white solid (540 mg, 91%). MS (ESI, pos. ion) m/z: 515.1 [M+H]+; NMR (400 MHz, DMSO-i): delta 10.95 (s, 1H), 8.59 (d, J= 5.2 Hz, 1H), 8.23 (d, J= 9.2 Hz, 1H), 8.17 (d, J= 2.4 Hz, 1H) , 7.57-7.61 (m, 2H), 7.49-7.53 (m, 2H), 7.41-7.45 (m, 4H), 7.30 (dd, J= 2.5 Hz, 9.2 Hz, 1H), 6.37-6.38 (m, 1H), 3.93 (s, 3H), 3.36 (s, 3H), 2.70 (s, 3H).

The synthetic route of 83-10-3 has been constantly updated, and we look forward to future research findings.

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. 119022-51-4, name is 1-Methyl-5-(trifluoromethyl)-1H-pyrazol-3(2H)-one, A new synthetic method of this compound is introduced below., Safety of 1-Methyl-5-(trifluoromethyl)-1H-pyrazol-3(2H)-one

Example 2: Preparation of 2-(1 -methyl-5-trifluoromethyl-1 H-pyrazol-3-yloxy)-thiazole- 5-sulfonic acid (2-methoxy-pyridin-4-ylmethyl)-amide (Table I, example I-4) Example 2.1 : Preparation of 2-(1-methyl-5-trifluoromethyl-1 H-pyrazol-3-yloxy)-thiazole 1-Methyl-5-trifluoromethyl-1 H-pyrazol-3-ol (5.1 g) in dry DMF (50 ml) under nitrogen was treated at 00C with sodium hydride (0.82 g). After the initial effervescence ceased 2-bromothiazol (5 g) and Kl (4.4 g) were added. The mixture was stirred for 23 h at1400C, the solvent was removed by rotary evaporation and the residue was purified by flash column chromatography on silica gel (cyclohexan/ethyl acetate) to yield the title compound as yellow oil (4.94 g). 1H-NMR (CDCI3): d= 3.98 (s, 3H), 6.6 (s, 1 H), 6.9 (s, 1 H), 7.3 ppm (s,1 H)

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 of 127107-23-7, 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. 127107-23-7, name is 1-Methyl-1H-pyrazol-4-amine hydrochloride belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

2-(6-((2,5-dichloropyrimidin-4-yl)amino)hexahydrofuro[3,2-b]furan-3-yl)isoindoline-1,3-dione (370.0 mg, 0.88 mmol) and 1-methyl-1H-pyrazol-4-amine hydrochloride (354.2 mg, 2.65 mmol) were dissolved in n- BuOH (10 mL) and DIPEA (683.1 mg, 5.29 mmol). The reaction mixture was stirred at 150 C overnight and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (MeOH / CH2Cl2 (v / v) = 1/30) to give the title compound as a red solid (140.0 mg, 33.1%).

The synthetic route of 1-Methyl-1H-pyrazol-4-amine hydrochloride has been constantly updated, and we look forward to future research findings.

Application of 52222-73-8, A common heterocyclic compound, 52222-73-8, name is 4-(Trifluoromethyl)-1H-pyrazole, molecular formula is C4H3F3N2, 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 stirred solution of 4-(trifluoromethyl)-1H-pyrazole (OH, 2.5 g, 18.43 mmol) in DMF (50 mL), CS2CO3 (9.0 g, 27.64 mmol) was added followed by 2-bromo-1-(4-fluorophenyl)ethan-1-one (CH, 4.0 g, 18.43 mmol) and the reaction mixture was stirred at RT for 1H. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was diluted with ice water and the aqueous layer was extracted with EtOAc. The combined organic layer was dried over anhydrous Na2S04 and concentrated under reduced pressure. The crude compound was purified by silica gel column chromatography (40% EtOAc/hexane) to afford compound OI (3.0 g, 60.0%) as a light yellow solid.1H NMR (400 MHz, DMSO-d6): _ 8.35 (s, 1H), 8.16-8.12 (m, 2H), 7.95 (s, 1H), 7.45 (t, J = 8.8 Hz, 2H), 5.95 (s, 2H); LC-MS: m/z 273.00 [M+H]+.

The synthetic route of 52222-73-8 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 287922-71-8, 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. 287922-71-8, name is 4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of tert-butyl 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)indoline-l-carboxylate (1,8 g, 5.32 mmol) in dioxane (20 mL) and H20 (4 mE) was added K2C03 (2 g,14.52 mmol), [1,1 -bis(diphenylphosphino)ferrocene]dichEoropal1adium(I1) (350 mg, 0.5 mmol) and 4-bromo-1-methyl-IH-pyrazole-3-carbonitrile (0.9 g, 4.84 mmol). The mixture was heated to 120 C for 12 h under a nitrogen atmosphere. After cooling the reaction to room temperature, the mixture was concentrated in vacuo. The crude residue was purified bysilica gel chromatography (petroleum ether / EtOAc 1: 1) to give the title compound (1.13 g, 70%) as yellow solid. LCMS M/Z (M+H-t-Bu) 269.

The chemical industry reduces the impact on the environment during synthesis 4-Bromo-1-methyl-1H-pyrazole-3-carbonitrile. I believe this compound will play a more active role in future production and life.

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. 1260243-04-6, name is Ethyl 5-amino-1H-pyrazole-4-carboxylate, A new synthetic method of this compound is introduced below., Quality Control of Ethyl 5-amino-1H-pyrazole-4-carboxylate

General procedure: A mixture of ethyl-5-amino-1H-pyrazole-4-carboxylate 1 (1.0 mmol), an appropriate aldehyde 2 (1.0 mmol) and aterminal alkyne 3 (1.0 mmol) in acetic acid (5 mL) was stirred at 25 C for 10 min. The mixture was then stirred at 60 C under ultrasound using a laboratory ultrasonic bath SONOREX SUPER RK 510H model producing irradiationof 35 kHz for 30 min in the presence of air. The increase of bath temperature beyond 60 C due to the prolonged ultrasound irradiation was controlled by adding cold water time to time. After completion of the reaction the mixture was cooled to room temperature, poured into ethyl acetate (25 mL) and washed with brine solution (2 x 15 mL) followed by 10% NaHCO3 solution (2 x 15 mL). The organiclayer was collected, dried over anhydrous Na2SO4, filteredand concentrated under low vacuum. The residue isolatedwas purified by column chromatography over silica gel using3-8% petroleum ether-EtOAc to give the desired product.

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.

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. 3528-45-8, name is 1-(4-Methoxybenzyl)-1H-pyrazol-5-amine, A new synthetic method of this compound is introduced below., Product Details of 3528-45-8

A mixture of 1-(4-methoxybenzyl)-1H-pyrazol-5-amine (3 g, 10 mmol) and (ethoxymethylene)propanedioic acid, diethyl ester (3.8 g, 18 mmol) was heated at 120 C. for 1.5 h, then allowed to cool. After cooling, the mixture was concentrated and the resulting residue was purified with CombiFlash eluting with 0-30% EtOAc in hexanes to give an intermediate, LCMS (M+H): 374.1. The intermediate was dissolved in diphenyl ether (5 mL). The resulted solution was heated at 240 C. in microwave reactor for 1 h 20 min. After cooling, the solid crashed out was filtered and washed with hexanes to afford 4.0 g (80%) of the sub-title compound. LCMS calc. for C17H18N3O4 (M+H)+: m/z=328.1. Found: 328.1

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.

Application of 5334-28-1,Some common heterocyclic compound, 5334-28-1, name is 5-Amino-1-(4-bromophenyl)-1H-pyrazole-4-carbonitrile, molecular formula is C10H7BrN4, 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: 5-amino-1-aryl-1H-pyrazole-4-carbonitriles 4(aei) (0.001 mol),2.0 mL of 1,2-diaminoethane (ethylenediamine) and carbon disulfide(0.004 mol) were added into a 50 mL round-bottom flaskadapted with a glass condenser. The mixture was kept at 110-115oCfor 12-14 hours. After that, the productwas poured into cold water,the precipitate was filtered out and washed with cold water. Thereactions were accompanied by means of TLC and dichloromethaneas eluent.

The synthetic route of 5334-28-1 has been constantly updated, and we look forward to future research findings.