pyrazoles-derivatives

A common compound: 139755-99-0, name is 1-Methyl-3-propyl-1H-pyrazole-5-carboxylic acid, belongs to pyrazoles-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 139755-99-0

Step 5 2-Methyl-4-nitro-5-propyl-2H-pyrazole-3-carboxylic acid: A solution of 2-methyl-5-propyl-2H-pyrazole-3-carboxylic acid (22 g, 131 mmol) in concentrated sulfuric acid (98%, 85 mL) was heated to 50 C. and treated with a mixture of fuming nitric acid (95%, 7.7 mL) and concentrated sulfuric acid (98%, 18 mL), while keeping the reaction temperature between 50 and 55 C. The reaction mixture was kept for 8 hours at 50 C., cooled to ambient temperature, and slowly added to cold water (600 mL, 4 C.), keeping the temperature below 25 C. The precipitate was collected by filtration, and dried below 80 C. to give the title compound as a white solid (25 g, 90%). 1H NMR (300 MHz, CDCl3) delta 4.25 (s, 3H), 2.92 (t, 2H, J=7.5 Hz), 1.77-1.70 (m, 2H), 1.03 (t, 3H, J=7.2 Hz); LC-MS: m/z=214 (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, 139755-99-0, other downstream synthetic routes, hurry up and to see.

2075-46-9, 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. 2075-46-9, name is 4-Nitro-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

4-Nitropyrazole (2.0 g, 17.68 mmol),The solution obtained by dissolving 2-chloroethyl methyl ether (2.01 g, 21.26 mmol) and potassium carbonate (4.88 g, 35.31 mmol) in 40 mL of acetonitrile was refluxed for 18 h.Spin dry,A silica gel column (PE/EA = 4:1) gave 1.5 g of a pale yellow solid.Yield: 49.5%.

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2075-46-9, 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. 2075-46-9 name is 4-Nitro-1H-pyrazole, 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.

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]+.

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

288-13-1, 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. 288-13-1, name is 1H-Pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Preparation of 2:1(200mg, 1.41 mmol), DMSO (3 mL), pyrazole (1.1 eq), K2C03 (3.0 eq), at RT for 10mm; resulting reaction mixture was gradually warmed to 80C for 10 mm and stirred for16 h. Work up and column purification afforded 150 mg of 2. Repeat preparation with 1(3.0 g, 21.5 mmol), DMSO (30 mL), pyrazole (1.1 eq), K2C03 (3.0 eq), at RI for 10mm; resulting reaction mixture was gradually warmed to 80C for 10 mm and stirred for 16 h. Purification afforded 2.1 g of 2.

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

15366-34-4,Some common heterocyclic compound, 15366-34-4, name is Methyl 1H-pyrazole-3-carboxylate, molecular formula is C5H6N2O2, 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.

Method 75 Synthesis of methyl 4-[1-[4-(2-aminopyrimidin-5-yl)phenyl]cyclobutyl]-1H-pyrrole-3-carboxylate (Example 162) To a solution of I-66.1 (100 mg, 0.41 mmol) in nitromethane (5 mL) is added iron (III) chloride (20.16 mg, 0.12 mmol) and methyl-1H-pyrazole-3-carboxylate (62.2 mg, 0.497 mmol) and is stirred at room temperature for 24 hours. The reaction is concentrated in vacuo, and the residue is partitioned between saturated aqueous NaHCO3 and EtOAc. The combined organics are dried with Mg2SO4, filtered, and concentrated in vacuo. The residue is purified by flash chromatography (SiO2, 0-10% MeOH in CH2Cl2) to give the title compound 162 (5 mg).

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

These common heterocyclic compound, 288-13-1, name is 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. 288-13-1

The 1H-pyrazolyl-1-methanol as starting material were preparedin processes described in literature [1]. The CH2Cl2 solution(100 mL) of pyrazole (20.4 g, 0.30 mol) was added a CH2Cl2 solution(100 mL) of para-formaldehyde (9.00 g, 0.30 mol). The solutionwas reflux for 5 days and the filtrate solvent was removedunder reduced pressure to give white powder (28.5 g, 98.0%). 1HNMR (CDCl3, 400 MHz) for 1H-pyrazolyl-1-methanol: d 7.71 (s,1H), 7.59 (d, 1H, J = 2.24 Hz), 7.56 (d, 1H, J = 1.48 Hz), 6.29 (t, 1H,J = 1.8 Hz), 5.51 (s, 2H).

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 288-13-1.

82560-12-1, name is 3-Amino-5-tert-butylpyrazole, 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. 82560-12-1

c. 2-[5-(5-Amino-3-tert-butyl-pyrazol-1-yl)-2-chloro-phenyl]-ethanol (Intermediate Rc) A suspension of Intermediate Rb (236 mg, 0.835 mmol), 3-tert-butyl-1H-pyrazole-5-amine (Fluorochem, 122 mg, 0.88 mmol), copper(I) iodide (8.00 mg, 0.04 mmol), trans-N,N’-dimethylcyclohexane-1,2-diamine (23.8 mg, 0.17 mmol) and K2CO3 (242 mg, 1.75 mmol) in degassed toluene (1 mL) was stirred at 100 C. under Ar for 3 h, and then heated to 150 C. for 5 h using microwave irradiation. The cooled solution was partitioned between EtOAc (10 mL), water (5 mL) and concentrated aqueous ammonia (5 mL). The aqueous layer was extracted with EtOAc (10 mL), then the combined organics washed with water (10 mL), brine (10 mL), dried (Na2SO4), filtered and concentrated in vacuo to leave a oil (305 mg). FCC, using 20-45% EtOAc in cyclohexane, gave the title compound as an opaque sticky gum (129 mg, 53%). LCMS (Method 3): Rt 2.80 min, m/z 294 [MH+].

Statistics shows that 82560-12-1 is playing an increasingly important role. we look forward to future research findings about 3-Amino-5-tert-butylpyrazole.

139756-02-8, Adding a certain compound to certain chemical reactions, such as: 139756-02-8, name is 4-Amino-1-methyl-3-N-propyl-1H-pyrazole-5-carboxamide, 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 139756-02-8.

Synthesis of Bm; Step 7: 4-amino-i-methyl-3-propyl-iH-pyrazole-5-carboxamide (1 eq) and 2-chlorobenzaldehyde (1.1 eq) were suspended in ethanol 5 ml and the mixture heated at 65 C for 2 hours after conformation of forming of imine by TLC. AddedCuC12 (3 eq) and the reaction mixture heated at 70 C under 02 for 2 hours. After completion of the reaction, the ethanol was removed under vacuum. Then workup with ethyl acetate and water. Separate the organic layer and Water layer re-extracted with 2x25m1 ethyl acetate. The combined organic layers are washed with brine solution, concentrated under vacuum. The residue was purified by column chromatography onsilica the desired product Bm as a white solid; yield 88%. ?H NMR (200 MHz CDC13) oe12.06 (s 1H ),8.0i (M, 1H), 7.45 (m, 1H), 7.32 (td, J= 7.8, 1.5 Hz, 1H), 7.21 (td, J=7.5, 1.4 Hz, 111), 4.05 (s, 3H), 3.03 (t, J= 7.4 Hz, 2H), 1.86 (m, 211), 1.06 (t, J- 7.4 Hz,3H). MASS: ESI [M + H] + : 287.12; Elemental anal. calcd. for C15H15FN40 ; C,62.93; H, 5.28; F, 6.64; N, 19.57; 0, 5.59; found C, 62.88; H, 5.31; F, 6.64; N, 19.57;0,5.61.

According to the analysis of related databases, 139756-02-8, the application of this compound in the production field has become more and more popular.

A common heterocyclic compound, 176969-34-9, name is 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid, molecular formula is C6H6F2N2O2, 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. 176969-34-9.

3-(difluoromethyl)-1 -methyl-i H-pyrazole-4-car-boxylic acid (2 g, 11.36 mmol) was dissolved in 20 mL sulthryl dichloride, and then heated to reflux for 3 h, the excessive sulfuryl dichloride was evaporated under reduced pressure to get 3-(difluoromethyl)-i -methyl- iH-pyrazole-4- carbonyl chloride, and then the carbonyl chloride was dissolved in 30 mL dichloromethane for the following reaction. To a cooled solution of (3-aminophenyl)methanol (1.4 g, 11.36 mmol) dissolved in 20 mL dichloromethane and 5 mL triethylamine was added slowly the solution of the carbonyl chloride at 0-5 C. Afier the reaction was stirred for 6 h at room temperature, analysis by Thin-Layer Chromatography showed complete conversion to product, the excessive solvent was evaporated under reduced pressure. the residual was purified by column chromatography on silica gel (eluent: ethyl acetate:petroleum ether=i:3; silica gel: 100-140 mesh, Qingdao Marine Chemical Co., Ltd.) to obtain 3-(di- fluoromethyl)-N-(3-(hydroxymethyl)phenyl)- i-methyl-i Hpyrazole-4-carboxamide (2.32 g) as white solid with yield of 73%. ?H NMR (300 MHz, CDC13) oe (ppm): 4.11 (s, 3H),4.73 (s, 2H), 7.16-7.81 (m, 6H).

The synthetic route of 3-(Difluoromethyl)-1-methyl-1H-pyrazole-4-carboxylic acid has been constantly updated, and we look forward to future research findings.

39806-90-1, These common heterocyclic compound, 39806-90-1, name is 4-Iodo-1-methyl-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.

General procedure: Step 2: 1-[(1-methyl)-4-pyrazolyl]ethanone 1-methyl-4-iodopyrazole (10 g), vinyl-n-butyl ether (24 g), palladium acetate (396 mg), 1,3-bi(diphenyl phosphine)propane (988 mg), sodium carbonate (12.7 g) and n-butylalcohol (100 mL) were added in a round bottomed flask (250 mL). The mixture was refluxed under an argon atmosphere for 4 h, cooled to room temperature, filtrated and treated under reduced pressure to remove solvent thereof. The residue was purified by column chromatography (dichloromethane: methanol=50: 1) to get 1-[(1-methyl)-4-pyrazolyl]ethanone (2.4 g) as yellowish solid. 1H-NMR (300Hz, CDCl3) delta: 7.88 (s, 1H), 7.85 (s, 1H), 3.93 (s, 3H), 2,42 (s, 3H).

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 39806-90-1.