Month: January 2021

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.

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.

5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, belongs to pyrazoles-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. name: Ethyl 1H-pyrazole-3-carboxylate

General procedure: To a 20 ml or 40 ml viale quipped with a stir bar was added photocatalyst, nitrogen nucleophile, iodomesitylene dicarboxylate, copper salt, and ligand. Dioxane was added followed by addition of the base. The solution was sonicated for 1?3 min until it became homogeneous. Next, the solution was degassed by sparging with nitrogen for 5?10 min before sealing with Parafilm. The reaction was stirred and irradiated using two 34-W blue LED lamps (3 cm away, with cooling fan to keep the reaction at room temperature) for 1 h. The reaction mixture was removed from the light, cooled to ambient temperature, diluted with water (15 ml) and ethyl acetate (25 ml), and the aqueous layer was extracted with ethyl acetate (3 ¡Á 25 ml). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on silica gel to afford the desired decarboxylative C?N coupling product. For aniline substrates, a solution of these nitrogen nucleophiles in dioxane was used; additionally, if the iodomesitylene dicarboxylate is a liquid, its solution in dioxane was used.

The synthetic route of 5932-27-4 has been constantly updated, and we look forward to future research findings.

Application of 92-43-3, A common heterocyclic compound, 92-43-3, name is 1-Phenyl-3-pyrazolidinone, molecular formula is C9H10N2O, 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.

1-Phenylpyrrolidin-3-one (82.99mmoM.0eq)Dissolved with 5% aqueous sodium hydroxide solution,Add ferric chloride hexahydrate (16.60 mmol, 0.2 eq), and pass the system to oxygen and keep the temperature at 80 C. After the reaction is completed, add water to the reaction solution to quench the reaction, and adjust RhoEta=1~2 with hydrochloric acid. The mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate.Concentrated under reduced pressure, and the residue was purified by column chromatography (eluent: PE: EpsilonAlpha = 2:1)The pale yellow solid product 1-phenyl-1H-pyrazol-3-ol (1.46 g, yield 11%)

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.

These common heterocyclic compound, 3524-32-1, name is 5-Amino-1,3-dimethylpyrazole, 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. Product Details of 3524-32-1

General procedure: A solution of equimolar amounts (4.5 mmol) of 1,3-dimethyl-1H-pyrazol-5-amine 3 [18] and substituted phenylisocyanates 4a-g in THF (12 mL) was stirred at room temperature for 24 h. The solid residue was filtered, washed with 1 mL of ethyl acetate, and then crystallized from a suitable solvent.

The synthetic route of 5-Amino-1,3-dimethylpyrazole has been constantly updated, and we look forward to future research findings.

Synthetic Route of 176969-34-9, These common heterocyclic compound, 176969-34-9, name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, 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.

Will be 18 grams (0.1 mole)3-(difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acidAdd 30 ml of toluene10 drops of DMF, 30 g (0.25 mol) of thionyl chloride was added dropwise at room temperature.Then, the temperature was refluxed for 5 hours.Remove the solvent by rotary evaporator to get reddish brown3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carbonyl chloride.

The synthetic route of 176969-34-9 has been constantly updated, and we look forward to future research findings.

Electric Literature of 3994-50-1,Some common heterocyclic compound, 3994-50-1, name is 1-Methyl-4-nitro-1H-pyrazole, molecular formula is C4H5N3O2, 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.

Example 317 3-amino-6-bromo-N-(1-methyl-1H-pyrazol-4-yl)picolinamide 317 1-Methyl-4-nitro-1H-pyrazole (1.62 g, 12.7 mmol) was dissolved in methanol (250 mL) and hydrogenated on H-Cube at 60 bar hydrogen pressure and 70 C. to give 1-methyl-1H-pyrazol-4-amine (1.23 g, 99%). To a 100 mL round bottom flask containing 1-methyl-1H-pyrazol-4-amine (700 mg, 7.0 mmol), 3-amino-6-bromopicolinic acid (1.86 g, 8.5 mmol) and PyBop (4.12 g, 8.0 mmol) was added methylene chloride (30 mL) and diisopropylethylamine (3.8 mL, 21.6 mmol). The reaction mixture was stirred for 24 hr at room temperature and the reaction was monitored by LCMS. Upon completion of the reaction, the solvent was distilled off and the crude material was purified via flash chromatography, heptane/ethyl acetate 0% to 100% to afford a yellow solid. A fraction of it was purified via reverse phase HPLC to afford 317. 1H NMR (400 MHz, DMSO) delta 10.25 (s, 1H), 8.03 (s, 1H), 7.70 (s, 1H), 7.43 (d, J=8.7 Hz, 1H), 7.19 (d, J=8.7 Hz, 1H), 7.02 (br, 2H), 3.81 (s, 3H). MS (ESI) m/z: 296.0/298.0 [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 1-Methyl-4-nitro-1H-pyrazole, its application will become more common.

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. 35691-93-1, name is Ethyl 3,5-dimethyl-1H-pyrazole-4-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C8H12N2O2

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).

The synthetic route of 35691-93-1 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 1264097-17-7, 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. 1264097-17-7, name is 1-Benzyl-1H-pyrazol-4-amine hydrochloride belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A mixture of l-benzyl- lH-pyrazol-4-amine hydrochloride (2.43 g, 11.59 mmol, 1.20 equiv), 2,6-dichloro-9-(propan-2-yl)-9H-purine (2.23 g, 9.65 mmol, 1.00 equiv) and DIEA (1.24 g, 9.59 mmol, 0.99 equiv) in propan-2-ol (30 mL) was stirred for 2 h at 100 C in an oil bath. The resulting mixture was concentrated under vacuum. The residue was purified on a silica gel column with ethyl acetate/petroleum ether (1/1) to afford 2.3 g (65%) of N-(l -benzyl- 1H- pyrazol-4-yl)-2-chloro-9-(propan-2-yl)-9H-purin-6-amine as a dark red solid.

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, 1-Benzyl-1H-pyrazol-4-amine hydrochloride, other downstream synthetic routes, hurry up and to see.

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. 398491-61-7, name is tert-Butyl 3-amino-6,6-dimethylpyrrolo[3,4-c]pyrazole-5(1H,4H,6H)-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C12H20N4O2

4.0 M Hydrochloric acid (3.3 mL, 13.14 mmol) in dioxane was addedto tert-butyl 3-amino-6,6-dimethyl-4,6-dihydropyrrolo[3,4-c]pyrazole-5(1H)-carboxylate 9o (663.1 mg, 2.63 mmol) in ethanol (7.2mL) at room temperature and the reaction mixture was stirred fortwenty hours. The reaction mixture was concentrated to give 6,6-dimethyl-1,4,5,6-tetrahydropyrrolo[3,4-c]pyrazol-3-amine dihydrochloride5af (611.2 mg, 2.58 mmol, 98% yield). 1H NMR (400MHz, CD3SOCD3) d 10.20 (br s, 2H), 4.16 (s, 2H), 1.62 (s, 6H); LC-MS (LC-ES) M+H = 153.

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 398491-61-7.