Month: October 2020

These common heterocyclic compound, 28466-26-4, name is 4-Aminopyrazole, 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. 28466-26-4

Example No. 121Preparation of (8-Methoxy-3H-pyrazolo [3 , 4-c] quinolin-4-yl) – (lH-pyrazol-4-yl) -amine4-chloro-8-methoxy-2- (4-methoxybenzyl) -2H-pyrazolo [3,4- c]quinoline (0.16 mmol) and lH-pyrazol-4 -amine (2 eq.,0.3 mmol) were suspended in MeOH (dry, 3mL) in a microwave vial (2-5mL) , HC1 in dioxane (4M, 3 drops) was added. The reaction mixture was irradiated in a microwave reactor for 5 min at 140C. The reaction mixture was evaporated and used without further purification. The residue was dissolved in TFA (3mL) . The reaction mixture was irradiated in a microwave reactor for 5 min at 140C. The reaction mixture was concentrated and purified by semi-preparative HPLC-MS and freeze dried from water/t-BuOH 4/1. exact mass: 280.1224 g/molHPLC-MS: analytical method Brt: 1.54 min – found mass: 281.1 (m/z+H)

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 28466-26-4.

6076-12-6, 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. 6076-12-6, name is Ethyl 4-methyl-1H-pyrazole-3-carboxylate, A new synthetic method of this compound is introduced below.

Compound 258.1. Ethyl 5-iodo-4-methyl-lH-pyrazole-3-carboxylate. Into a 250- mL round-bottom flask, was placed a solution of ethyl 4-methyl-lH-pyrazole-3-carboxylate (600 mg, 3.89 mmol) in N,N-dimethylformamide (20 mL). MS (2.2 g, 9.78 mmol) was added and the resulting mixture was stirred for 6 h at 50 C, then quenched with water (10 mL). The mixture was extracted with ethyl acetate (3 x 40 mL) and the combined organic extracts were washed with aqueous a2S203 (sat., 2 x 30 mL) and brine (2 x 20 mL), dried ( a2S04), filtered and concentrated under reduced pressure. The residue was purified by a silica gel chromatography with ethyl acetate/petroleum ether (1 : 10) as eluent to obtain the title compound as a white solid (800 mg, 73%).

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.

1621-91-6,Some common heterocyclic compound, 1621-91-6, name is 1H-Pyrazole-3-carboxylic acid, molecular formula is C4H4N2O2, 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: Into a 1L open reactor was added 500g of carboxylic acid raw material (chemically pure) and stirring was turned on (600 r/min) from the reactorThe bottom is continuously fed with ammonia gas (chemical purity, water content of 5.1% by weight, flow rate of 100 g/min) to the carboxylic acid feed. After the reaction was allowed to proceed for TC hours at the reaction temperature TA, ammonia gas flow was stopped. The contents of the reactor were sampled and subjected to nuclear magnetic proton and elemental analysis to characterize the amide intermediate. Specific reaction conditions and characterization results are shown in Table A-1, Table A-2, Table A-3, Table A-4, Table A-5 and Table A-6. These characterization results show that the amide intermediates obtained have an extremely high purity (above 99%).In this embodiment, the ammonia gas can be directly replaced with waste ammonia gas (from Yangzi Petrochemical Plant, containing approximately50wt% of ammonia gas, the rest were toluene, oxygen, nitrogen, steam, carbon monoxide, and carbon dioxide, and the flow rate of this waste ammonia was 130g/min).

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-carboxylic acid, 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

1 H-Pyrazol-4-ylamine[00391] Step i :[00392] Pyrazole (3.4g, 50mmol) was added in portions to cone sulfuric acid (25mL) while keeping the reaction temperature below 400C. To this solution was then added 70% nitric acid (3.5 mL) dropwisely while maintaining the temperature below 55C. The mixture was stirred at this temperature for 4 hours. After cooling to room temperature, the mixture was slowly poured into 500 grams of ice. The resultant mixture was neutralized with 50% aqueous NaOH and the resulting slurry was diluted with 50OmL of ethyl acetate. This mixture was filtered and the filtrate was washed with water (300ml), brine (300ml), and dried over Na2SO4. The solution was concentrated, and the precipitate was colleted and dried in vacuo to afford the title compound as white crystals. MS (ES) [M+H]+ expected 1 13.0, found 1 13.0.

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.

Adding a certain compound to certain chemical reactions, such as: 28466-26-4, name is 4-Aminopyrazole, 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 28466-26-4, 28466-26-4

To a solution of sodium 2-(1-((lr,4r)-4-(cyanomethyl)cyclohexyl)-1,6-dihydroimidazo[4,5-d]pyrrolo[2,3-b]pyridin-2-yl)acetate (Intermediate 4, 100 mg, 0.278 mmol) and 1H-pyrazol-4-amine (50.0 mg, 0.602 mmol ) in DMF (1.2 mL) were added PyBrOP (217 mg, 0.417 mmol) and DIPEA (0.144 mL, 0.835 mmol) and was stirred at room temperature overnight. The DMF was removed under reduced pressure and the residue was purified by flash column chromatography and by reverse phase HPLC to provide the product as the TFA salt.This material was dissolved in 10% MeOH in CH2C12 and passed through a 500mg column of SILICYCLE SPE-R66030B-03P Carbonate (SiliaBond acid scavenger solid phase extraction cartridge) to remove the TFA to provide the title compound (37.0 mg, 33% yield) as a white solid. MS (ESI): mass calcd. for C21H22N80, 402.19; m/z found, 403.2 [M+H]t ?HNMR (400IVIHz, CD3OD) = 8.55 (s, 1H), 7.92 (br s, 1H), 7.65 (br s, 1H), 7.48 (d, J3.5 Hz, 1H), 6.83(d, J3.5 Hz, 1H), 4.59 (br s, 1H), 4.26-4.20 (m, 1H), 2.63 -2.43 (m, 4H), 2.17-2.00 (m, 6H),1.44 (q, J= 11.8 Hz, 2H)

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-Aminopyrazole, other downstream synthetic routes, hurry up and to see.

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. 1453-58-3, name is 3-Methylpyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 1453-58-3

General procedure: The N-nucleophile (1.47 mmol), CuI (Sigma-Aldrich, 99.999% purity, 0.147 mmol), MnF2 (Sigma-Aldrich, 98% purity, 0.441 mmol), KOH (2.94 mmol), the aryl halide (2.21 mmol), trans-1,2-diaminocyclohexane (0.294 mmol) and water (0.75 mL) were added to a reaction vial and a screw cap was fitted to it. The reaction mixture was stirred under air in a closed system at 60C for 24 h. After cooling to room temperature, the mixture was diluted with dichloromethane and filtered through a pad of Celite. The combined organic extracts were dried with anhydrous Na2SO4 and the solvent was removed under reduced pressure. The crude product was purified by silica-gel column chromatography to afford the N-arylated product. The identity and purity of known products was confirmed by 1H and 13C NMR spectroscopic analysis.

The synthetic route of 1453-58-3 has been constantly updated, and we look forward to future research findings.

15366-34-4, A common compound: 15366-34-4, name is Methyl 1H-pyrazole-3-carboxylate, 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.

Methyl 1H-pyrazole-3-carboxylate (0.500 g, 3.96 mmol), was dissolved in DCE (25 mL), then cyclopropylboronic acid (0.681 g, 7.93 mmol) and sodium carbonate(0.840 g, 7.93 mmol) were added. The reaction mixture was heated to 70 C, and then a mixture of 2,2?-bipyridine (0.6 19 g, 3.96 mmol) and copper(II) acetate (0.720 g, 3.96 mmol) were added in one batch. The reaction mixture was stirred at 70 C under oxygen atmosphere (1 atm) for 2 d. Saturated aq. NaHCO3 solution was added to the reaction mixture, and it was extracted with EtOAc (3x). The combined organic phase was concentrated. The residue was purified by flash chromatography (solid loading on CELITE, 0-65% EtOAc/Hex) affording two products.Intermediate 15A (0.119 g, 18% yield) as a colorless syrup eluted at 2O% EtOAc. MS(ESI) m/z: 167.0 (M+H) ?H NMR: (400 MHz, DMSO-d6) oe ppm 7.40 (d,J=2.0 Hz, 1H), 6.82 (d, J=2.0 Hz, 1H), 4.31 -4.24 (m, 1H), 2.11 (s, 3H), 1.29- 1.22 (m,2H), 1.10- 1.00 (m, 2H).Intermediate 16A (0.37 1 g, 56% yield) as a colorless syrup eluted at 45% EtOAc. MS(ESI) m/z: 167.0 (M+H) ?H NMR: (400 MHz, DMSO-d6) oe ppm 77.46 (d, J=2.4 Hz, 1H), 6.78 (d, J=2.2 Hz, 1H), 3.92 (s, 3H), 3.67 (tt, J=7.4, 3.9 Hz, 1H), 1.23 -1.15 (m, 2H), 1.09- 1.01 (m, 2H).

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

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. 2075-46-9, name is 4-Nitro-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 2075-46-9

General procedure: A mixture of methyliodide (12 mmol), 1a (6 mmol) and K2CO3 (9 mmol) in DMF (6 mL) was stirred overnight at room temperature. Then the reaction mixture was diluted with water (20 mL) and extracted with ethyl acetate (25 mL ¡Á 3). The organic layer was washed with aqueous saturated sodium bicarbonate, dried by sodium sulfate, ltered and concentrated in vacuum. Purication by ash column chromatography gave the desired product 2a (2a-2c).A mixture of iodobenzene (6.82 mmol), 1a (0.70 g, 6.20 mmol), 8-hydroxyquinoline (0.09 g, 0.62 mmol), cuprous iodide (0.18 g, 0.62 mmol) and potassium carbonate (1.73 g, 12.40 mmol) in DMSO (10 mL) was heated at 135 oC for 20 h. After cooling to room temperature, the reaction mixture was diluted with water (20 mL) and extracted with ethyl acetate. The organic layer was washed with aqueous saturated sodium bicarbonate, dried by sodium sulfate, filtered and concentrated in vacuo. Purification by flash column chromatography gave the desired products 2d (2d-2g).

The synthetic route of 2075-46-9 has been constantly updated, and we look forward to future research findings.

A common compound: 26621-44-3, name is 3-Nitro-1H-pyrazole, 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. 26621-44-3

Sodium hydride (0.425 g of a 60%dispersion in mineral oil, 10.612 mmol) was added to a solution of 3-nitro-1H-pyrazole (1.000 g, 8.843 mmol) in 40 mL of THF at 0 C and the mixture was stirred for 10 min. SEM-Cl (1.72 mL, 9.727 mmol) was added dropwise and the mixture was stirred at r.t. for 1 h. The reaction mixture was diluted ethyl acetate and washed with brine. The organic phase was dried over Na2SO4, concentrated and purified by silica gel flash chromatography (EA: PE =0 to 40%) to give 1.8 g of the title compound. Yield: 86%. MS (ESI, m/e) : 244 [M+1] +.

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, 26621-44-3, other downstream synthetic routes, hurry up and to see.

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.