Category: pyrazoles-derivatives

Synthetic Route of 36650-74-5,Some common heterocyclic compound, 36650-74-5, name is 1H-Pyrazole-3-carbonitrile, molecular formula is C4H3N3, 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 suspension of Compound SA (100 mg, 0.25 mmol) in THF (25 niL) was added lH-pyrazole- 3-carbonitrile (70 mg, 0.75 mmol) and K2CO3 ( 103 mg, 0.75mmol). The mixture was stirred at 35C for 15h. Then the reaction mixture was extracted 50 mL EtOAc, washed with 100 111L H20 and 100 mL brine and evaporated in vacuo. The resulting residue was purified by reverse- phase prep-HPLC to afford SA-22 as a white solid ( 23 mg, 0.056mnol, 24 % yield). 1H NMR (500 MHz, CDCI3), delta (ppm), 7.48 (d, IH), 6.73 (d, IH), 5.03(1H,AB), 4.93(1H,AB), 2.60 (t,lH), 1.00-2.25 (24H, m), 0.68 (s, 3H). LCMS: Rt = 2.38 mm, MS (ESI) m/z: 410.2 [M+H] +

The synthetic route of 36650-74-5 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. 2075-46-9, name is 4-Nitro-1H-pyrazole, A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Nitro-1H-pyrazole

2-Bromoethanol (1.9 g, 15.57 mmol) and potassium carbonate (2.9 g, 21.12 mmol) were added to a solution of 4-nitropyrazole (1.6 g, 14.16 mmol) in acetonitrile (20 mL) in sequence, the mixture was heated to 60 C. and stirred for 16 hours. After cooled to room temperature, the mixture was filtrated, the filtrate was concentrated under reduced pressure to give compound 51-b (1.1 g, yield: 49.5%), which was used directly for the next step without purification.

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, 14531-55-6, name is 3,5-Dimethyl-4-nitro-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. Quality Control of 3,5-Dimethyl-4-nitro-1H-pyrazole

3,5-dimethyl-4-nitro-1 H-pyrazole (201 mg, 1.4 mmol), K2CO3 (411 mg, 3.0 mmol), CuI (13.6 mg, 0.07 mmol),trans-N,N-dimethylcyclohexyldiamine (44.8 mL, 0.3 mmol) were 3-iodotoluene (528 mL, 4.1 mmol) were combined in amicrowave vial and irradiated for 4 h to 195 C in the microwave. The reaction mixture was filtered through celite, washedwith EtOAc, concentrated in vacuo and was purified by column chromatography (10% EtOAc in PE) to yield 233 mg(71%) of the title compound.

The synthetic route of 3,5-Dimethyl-4-nitro-1H-pyrazole has been constantly updated, and we look forward to future research findings.

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. Quality Control of 3-Ethyl-1-methyl-1H-pyrazole-5-carboxylic acid

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.

Adding a certain compound to certain chemical reactions, such as: 57999-06-1, name is 4-Phenyl-1H-pyrazol-5-amine, 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 57999-06-1, Quality Control of 4-Phenyl-1H-pyrazol-5-amine

A solution of enaminone 3a (3.32 g, 0.01 mol) and 4-phenyl-1H-pyrazol-5-amine (8a) (1.74 g, 0.011 mol) in acetic acid was refluxed for-5 min. A precipitate formed after cooling was filtered, washed-with isopropyl alcohol, and dried in vacuo. The yield was 2.99 g (70%). M.p. 193-194 C. 1H NMR (DMSO-d6), delta: 1.32 (t, 3 H,CH3, J = 6.9 Hz); 3.21 (s, 3 H, CH3); 4.01 (q, 2 H, CH2O,J = 6.9 Hz); 6.97 (d, 2 H, H arom, J = 7.4 Hz); 7.25 (t, 1 H, H arom,J = 7.3 Hz); 7.43 (t, 2 H, H arom, J = 7.3 Hz); 7.51 (d, 2 H, H arom,J = 7.4 Hz); 8.15 (d, 2 H, Harom, J = 7.3 Hz); 8.80 (s, 1 H, CH);9.19 (s, 1 H, CH); 10.91 (br.s, 1 H, NH). 13C NMR (DMSO-d6),delta: 14.72, 15.28, 63.24, 109.91, 113.67, 115.09, 119.78, 125.82,126.13, 128.63, 131.74, 132.98, 143.39, 143.46, 147.02, 150.34,154.73, 164.88, 179.12. MS, m/z (Irel (%)): 428 [M]+ (100), 399 (4),269 (37), 254 (4), 234 (13). Found (%): C, 64.38; H, 4.68;N, 19.63. C23H20N6OS. Calculated (%): C, 64.47; H, 4.70; N, 19.61.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-Phenyl-1H-pyrazol-5-amine, and friends who are interested can also refer to it.

Synthetic Route 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.

Into a 25 mL round-bottom flask were placed intermediate 48.3 (330 mg, 0.84 mmol, 1.00 equiv), n-BuOH (10 mL) and 1-methyl-1H-pyrazol- 4-amine hydrochloride (170 mg, 1.27 mmol, 1.20 equiv). The reaction was stirred overnight at110 C in an oil bath. The resulting mixture was concentrated under vacuum, diluted with sodium carbonate (1 mol/L) and extracted with 3 x 20 mL of DCE/IPA (3:1). The organic layers were combined, dried over anhydrous sodium sulfate and concentrated under vacuum. The crude product was purified by preparative HPLC to furnish 81.7 mg (21%) of compound 1-49 as an off-white solid. LCMS: 455 [M+H] ?H NMR: (300MHz, CD3OD): oe 7.518-7.817 (2H, s), 3.998 (1H, s), 3.836 (1H, d), 3.888 (4H, s), 3.5083.781 (4H, t), 2.6062.636 (4H, t), 2.2062.321 (6H, m), 1.1741.490 (8H, m).

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

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. 55864-87-4, name is Ethyl 4-nitro-1H-pyrazole-3-carboxylate, A new synthetic method of this compound is introduced below., Computed Properties of C6H7N3O4

Step 2. Preparation of 4-nitro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazole-3-carboxylic acid, ethyl ester and 4-nitro-2-(2-trimethylsilanyl-ethoxymethyl)-2H-pyrazole-3-carboxylic acid, ethyl ester. To a 0 C. solution of 4-nitro-1H-pyrazole-3-carboxylic acid ethyl ester (6.4 g, 34.58 mmol) in dimethylformamide (80 mL) was added sodium hydride (2.07 g, 1.5 eq), and the resulting mixture was stirred from 0 C. to room temperature for one hour. To this mixture was added 2-(trimethylsilyl)ethoxy-methyl chloride (Aldrich) (9.17 mL, 1.5 eq), and the resulting mixture was stirred at room temperature for 2 days. The reaction was monitored by TLC. The reaction mixture was diluted with ethyl acetate (300 mL) and water (100 mL). the organic layer was separated, washed with water (6*100 mL) and brine (1*100 mL), dried over magnesium sulfate, filtered and concentrated to give 10 g of the crude product. Purification by column chromatography using 5% ethyl acetate in hexanes afforded 4-nitro-2-(2-trimethylsilanyl-ethoxymethyl)-2H-pyrazole-3-carboxylic acid, ethyl ester (3.82 g) as a colorless oil and 4-nitro-1-(2-trimethylsilanyl-ethoxymethyl)-1H-pyrazole-3-carboxylic acid, ethyl ester (4.055 g) as a light tan oil. (M-H)+=314.

The synthetic route of 55864-87-4 has been constantly updated, and we look forward to future research findings.

Application of 175137-46-9, 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. 175137-46-9, name is 5-Cyclopropyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Method 70; 2-Chloro-6-methyl-4- (5-cyclopropvl-lH-pvrazol-3-vlamino) pvrimidine Sodium carbonate (2.15g, 20.25mmol) was added to a stirred solution of 2,4-dichloro- 6-methylpyrimidine (3g, 18. 4mmol) and 3-amino-1H-5-cyclopropylpyrazole (2.25g, 18.4mmol) in dry ethanol (40ml) and the mixture stirred at 40C for 4 days. The insoluble material was removed by filtration, the filter pad washed with ethanol. The volatiles were removed from the filtrate by evaporation keeping the bath below 40C. The residue was immediately purified by column chromatography on silica gel eluting with methanol/DCM (0: 100 increasing in polarity to 20: 80) to give the title product (1.9g, 46%) obtained as a white solid. NMR (DMSO): 0.65 (m, 2H), 0.90 (m, 2H), 2.25 (s, 3H), 5.90 (br s, 1H), 7.05 (br s, 1H), 10.15 (br s, 1H), 12.10 (br s, 1H); m/z 250 [MH] +.

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-Cyclopropyl-1H-pyrazol-3-amine, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 360056-45-7, name is Methyl 4-amino-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 360056-45-7, Product Details of 360056-45-7

1C. 4-(2,6-dichloro-benzoylamino)-1H-pyrazole-3-carboxylic acid 2,6-dichlorobenzoyl chloride (8.2 g; 39.05 mmol) was added cautiously to a solution of 4-amino-1H-pyrazole-3-carboxylic acid methyl ester (5 g; 35.5 mmol) and triethylamine (5.95 ml; 42.6 mmol) in dioxane (50 ml) then stirred at room temperature for 5 hours. The reaction mixture was filtered and the filtrate treated with methanol (50 ml) and 2M sodium hydroxide solution (100 ml), heated at 50 C. for 4 hours, and then evaporated. 100 ml of water was added to the residue then acidified with concentrated hydrochloric acid. The solid was collected by filtration, washed with water (100 ml) and sucked dry to give 10.05 g of 4-(2,6-dichloro-benzoylamino)-1H-pyrazole-3-carboxylic acid as a pale violet solid. (LC/MS: Rt 2.26, [M+H]+ 300/302).

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

Some common heterocyclic compound, 345637-71-0, name is 2-(5-Methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetic acid, molecular formula is C7H7F3N2O2, 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 345637-71-0

1,1-Dimethylethyl 4-[4-[[methyl[(l/?)-l-phenylpropyl]amino]carbonyl]-2-oxazolyl]-l- piperidinecarboxylate (i.e. the product of Example 7, Step E) (209 mg, 0.49 mmol) was dissolved in 3 mL of a mixture of dichloromethane and methanol (1:1), and 1.23 mL (4.9 mmol) of 1 N HCl in dioxane was added. The reaction mixture was stirred at room temperature for 3 h. The solvents were evaporated under reduced pressure, and the residue was dissolved in 5 mL methanol and concentrated under reduced pressure (this procedure was repeated 3 times) to give the amine hydrochloride. To a solution of 5-methyl-3- (trifluoromethyl)-lH-pyrazole-l-acetic acid (89.5 mg, 0.43 mmol) and triethylamine (87 mg, 0.86 mmol) in 2 mL of dry acetonitrile was added a suspension of O-benzotriazol-1-yl- N,N,N’,//’-tetramethyluronium hexafluorophosphate (178.25 mg. 0.47 mmol) in 2 mL acetonitrile and then a mixture of 140 mg (0.43 mmol) of the amine hydrochloride in 2 mL acetonitrile. The resulting mixture was stirred at room temperature for 3 h and concentrated under reduced pressure. The residue was purified by silica gel chromatography using 25-75 % of ethyl acetate in hexanes to give 84 mg of the title product, a compound of the present invention, as an oil.1H NMR (CDCl3) delta 0.90-1.04 (m, 3H), 1.71-1.89 (m, 2H), 1.90-2.19 (m, 4H), 2.28-2.35 (m, 3H), 2.72 (s, 2H), 3.00-3.2 (m, 3H), 3.30-3.36 (t, IH), 3.87-4.35 (m, 2H), 4.98 (s, 2H), 5.92- 6.12 (m, IH), 6.3 (s, IH), 7.25-7.4 (m, 5H), 8.08-8.15 (br s, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 345637-71-0, its application will become more common.