Category: pyrazoles-derivatives

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. 3398-16-1, name is 4-Bromo-3,5-dimethylpyrazole, A new synthetic method of this compound is introduced below., Quality Control of 4-Bromo-3,5-dimethylpyrazole

A mixture of tert-butyl 3-(cyanomethyl)-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]azetidine-1-carboxylate (381 mg, 0.981 mmol, from Example 1, step 2), 4-bromo-3,5-dimethyl-1H-pyrazole (206 mg, 1.18 mmol), tetrakis(triphenylphosphine)palladium(0) (110 mg, 0.098 mmol) and sodium carbonate (310 mg, 2.9 mmol) in 1,4-dioxane (10 mL) and water (5 mL) was purged with N2 and stirred at 110° C. for 2 h. The reaction mixture was filtered, diluted with EtOAc, then washed with water. The organic layer was concentrated and purified on silica gel (eluting with 0-100percent EtOAc/hexanes followed by 0-10percent MeOH/ dichloromethane) to give tert-butyl 3-(cyanomethyl)-3-(3?,5?-dimethyl-1H,1?H-4,4?-bipyrazol-1-yl)azetidine-1-carboxylate (90 mg, 26percent). LCMS calculated for C18H25N6O2 (M+H)+: m/z=357.2. Found: 357.2.

The synthetic route of 3398-16-1 has been constantly updated, and we look forward to future research findings.

Related Products of 5334-40-7, These common heterocyclic compound, 5334-40-7, name is 4-Nitro-1H-pyrazole-3-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.

Stage 4: Synthesis of 4-nitro-lH-pyrazole-3-carboxylic acid methyl ester; A 2OL reaction vessel equipped with a digital thermometer and stirrer was charged with 4- nitro-lH-pyrazole-3-carboxylic acid (1.117Kg, 7.11mol, lwt) and methanol (8.950L, 8vol). The reaction mixture was stirred under nitrogen, cooled to 0 to 50C, thionyl chloride (0.581L, 8.0mol, 0.52vol) added over 180 minutes and the resultant mixture allowed to warm to and stir at 18 to 22C overnight after which time 1H NMR analysis (d6-DMSO) indicated reaction completion. The reaction mixture was concentrated under reduced pressure at 40 to 450C, the residue treated with toluene and re-concentrated (3x 2.250L, 3x 2vol) under reduced pressure at 40 to 45C to give 4-nitro-lH-pyrazole-3-carboxylic acid methyl ester as an off-white solid (1.210Kg, 99.5%th).; Stage 4: Preparation of 4-nitro-lH-pyrazole-3-carboxylic acid methyl; esterC4H3N3O4 C5H5N3O4FW: 157.09 FW: 171.114-Nitro-lH-pyrazole-3-carboxylic acid (1.00kg, 6.37mol, l.Owt) and methanol (8.00L, 8.0vol) were charged to a flange flask equipped with a mechanical stirrer, condenser and thermometer. The suspension was cooled to 0 to 5C under nitrogen and thionyl chloride (0.52L, 7.12mol, 0.52vol) was added at this temperature. The mixture was warmed to 15 to 25C over 16 to 24 hours. Reaction completion was determined by 1H NMR analysis (dbeta-DMSO). The mixture was concentrated under vacuum at 35 to 45C. Toluene (2.00L, 2.0vol) was charged to the residue and removed under vacuum at 35 to 45C. The azeotrope was repeated twice using toluene (2.00L, 2.0vol) to give 4-nitro-lH-pyrazole-3-carboxylic acid methyl ester (1.071Kg, 98.3%) as an off white solid.

Statistics shows that 4-Nitro-1H-pyrazole-3-carboxylic acid is playing an increasingly important role. we look forward to future research findings about 5334-40-7.

Reference of 2075-45-8, These common heterocyclic compound, 2075-45-8, name is 4-Bromo-1H-pyrazole, 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.

Synthesis of intermediate compound 1: 4-bromopyrazole (4410 mg, 30.00 mmol, 1.00 equiv), cuprous iodide (571 mg, 3.00 mmol, 0.10 equivalent) was added sequentially to a dry three-necked flask with a reflux condenser and a magnetic rotor.L-valine (691 mg, 6.00 mmol, 0.20 equivalent),Potassium carbonate (8292 mg, 60.00 mmol, 2.00 equivalent) was purged three times with nitrogen.Then m-iodoanisole (12640 mg, 54.00 mmol, 1.80 eq.) and re-distilled dimethyl sulfoxide (10 mL). The reaction mixture was stirred at 100 C for 2 days, and was monitored by TLC thin-layer chromatography to afford 4-bromopyrazole. The reaction was quenched by the addition of water (100 mL), filtered, and then ethyl acetate (50 mL) was washed thoroughly, and the organic phase was separated, dried over anhydrous sodium sulfate, filtered and evaporated. The obtained crude product was separated and purified by silica gel column chromatography, eluent (petroleum ether/ethyl acetate=20:1-10:1),Compound 1, a colorless viscous liquid of 7441 mg, yield 98%.

Statistics shows that 4-Bromo-1H-pyrazole is playing an increasingly important role. we look forward to future research findings about 2075-45-8.

Electric Literature of 33064-36-7,Some common heterocyclic compound, 33064-36-7, name is 1H-Pyrazole-3-carboxamide, molecular formula is C4H5N3O, 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: Following the amide intermediate Preparation Example A. The reaction vessel is closed (when the amide intermediate has a boiling point at normal pressure equal to or lower than the reaction temperature TB described below) or the reaction vessel is kept open (when the amide intermediate has a boiling point higher than the normal pressure When the reaction temperature is TB), the stirring is continued (600 r/min), the reaction temperature is changed to TB, and after the reaction temperature TB is maintained for TD hours, the reaction is almost complete. Then, the reaction vessel was sealed and connected to a vacuum pump so that the degree of vacuum in the reaction vessel reached 20-50 mbar (according to the type of nitrile product) and the distillate was used as the nitrile product. The yield of the nitrile product was calculated and sampled for nuclear magnetic proteomics and elemental analysis to characterize the nitrile product obtained. Specific reaction conditions and characterization results are shown in Tables A-7, A-8, A-9, A-10 and A-11 below. These characterization results show that the nitrile product obtained has an extremely high purity (above 99%).In these nitrile product preparation examples, 10 g of diphosphorus pentoxide was optionally added to the reaction vessel as a catalyst at the start of the reaction.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1H-Pyrazole-3-carboxamide, its application will become more common.

141573-95-7, name is Ethyl 3-(difluoromethyl)-1-methyl-1H-pyrazole-4-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. SDS of cas: 141573-95-7

To the toluene layer was added 25% caustic soda solution159 g (0.994 mole) of the compound were added thereto, and the mixture was heated to 65 DEG C and stirred for 45 minutes. The aqueous layer was separated, and 54 g of water and 160.2 g (1.54 mole) of 35% hydrochloric acid were added to the toluene layer, followed by stirring at 85 for 15 minutes. After cooling to room temperature the resulting crystals were filtered, washed with 180 g of water and dried in vacuo at 60 & lt; RTI ID = 0.0 & gt;To obtain 155.8 g (yield 98%) of 3- (difluoromethyl) -1-methyl-1H-pyrazole-4-carboxylic acid.

The synthetic route of 141573-95-7 has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 288148-34-5, name is 1-Methyl-1H-pyrazole-4-sulfonyl chloride, 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. COA of Formula: C4H5ClN2O2S

General procedure: To a solution of methyl 2-amino-4-fluorobenzoate (1.64 g, 9.71 mmol) and methanesulfonyl chloride (5.28 mL, 115 mmol) in dichloromethane (100 mL) was added pyridine (7.86 mL, 97.1 mmol). The solution was stirred at room temperature for 18 hours. The reaction was quenched with 1N HCl and was stirred for 5 minutes. The mixture was extracted with DCM (3×). The combined organic layers were washed with brine, dried over anhydrous MgSO4, filtered and concentrated. The crude product was purified by silica gel chromatography to afford methyl 4-fluoro-2-(methylsulfonamido)benzoate.

The synthetic route of 1-Methyl-1H-pyrazole-4-sulfonyl chloride has been constantly updated, and we look forward to future research findings.

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. 3469-69-0, name is 4-Iodopyrazole, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C3H3IN2

1-Methyl-4-iodopyrazole (18) 4-Iodopyrazole (1) (5.0 g 25.7 mmole) was dissolved in DMF (50 mL), potassium carbonate (4.26 g 30.9 mmole) was added and stirred (2 mins) before iodomethane (1.76 mL, 4.01 g 28.3 mmole) was added. The reaction was stirred rapidly at r.t. for 17 hrs. It was filtered through a Celite pad. The filtrate was evaporated to a small volume, about 10 mL, using a rotary evaporator with a high vac. pump and the water bath at 60 C. Water (120 mL) was added to the residue. The filtered solids on the Celite pad were washed with ethyl acetate (50 ml) and these washings were used to extract the product from the aqueous. The aqueous was extracted with more ethyl acetate (2*50 mL). The combined organics were washed with water (3*30 mL) and with brine; dried and evaporated to give the title compound as a solid 4.56 g, 85%. 1H-NMR (CDCl3, 500 MHz): delta 3.93 (s, 3H) 7.42 (s, 1H), 7.50 (s, 1H).

According to the analysis of related databases, 3469-69-0, the application of this compound in the production field has become more and more popular.

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. 120068-79-3, name is 5-Amino-1-(2,6-dichloro-4-(trifluoromethyl)phenyl)-1H-pyrazole-3-carbonitrile, A new synthetic method of this compound is introduced below., COA of Formula: C11H5Cl2F3N4

5-Amino-3-cyano-4-dichlorofluoromethylthio-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole, m.p. 178-180 C. in the form of a white solid, after purification by chromatography eluding with diethyl ether/hexane (1:1), from 5-amino-3-cyano-1-(2,6-dichloro-4-trifluoromethylphenyl)pyrazole.

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.

Adding a certain compound to certain chemical reactions, such as: 2075-46-9, name is 4-Nitro-1H-pyrazole, 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 2075-46-9, category: pyrazoles-derivatives

General procedure: To a stirred solution of 4-nitro-1H-pyrazole (2 g, 17.7 mmol) inacetonitrile (15 mL) was added potassium carbonate (2.7 g, 19.5 mmol)and iodomethane (2.76 g, 19.5 mmol). The reaction mixture was stirredat reflux temperature for 6 h. And it was evaporated to dryness. Thecrude mass was purified by silica gel column chromatography (PE:EA=10:1) to afford compound 15c (2.2 g, 98%) as a white solid. MS(ESI) m/z 128 [M+H]+.

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

Reference of 330792-70-6, 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. 330792-70-6, name is 3-Amino-5-(4-phenoxyphenyl)pyrazole-4-carbonitrile belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of tert-butyl 3-(tosyloxy)piperidine- 1 -carboxylate (355 mg, 1.0 mmol) and 5-amino-3-(4-phenoxyphenyl)-1H-pyrazole-4-carbonitrile (276 mg, 1.0 mmol) in 5 mL of DMF is added Cs2CO3 (650 mg, 2.0 mmol). The mixture is stirred at RT for 16 hours, 75 C for 3 hours and 60C for 16 hours. The mixture is concentrated washed with brine (100 mL x 3) and dried over Na2504. The material is concentrated and purified by chromatography column on silica gel (eluted with petroleum ether/ethyl actate = 3/1) to afford 60 mg (13%) of tert-butyl 3- (5 -amino-4-cyano-3 -(4-phenoxyphenyl)- 1H-pyrazol- 1 -yl)piperidine- 1 -carboxylate as a yellow oil.

The synthetic route of 3-Amino-5-(4-phenoxyphenyl)pyrazole-4-carbonitrile has been constantly updated, and we look forward to future research findings.