Tag: M.W=0-100

Application of 31108-57-3, A common heterocyclic compound, 31108-57-3, name is 1H-Pyrazole-4-carbonitrile, molecular formula is C4H3N3, 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.

To a mixture of VI (150 mg, 0.351 mmol) and K2C03 (96.9 mg, 0.702 mmol) in acetone (5 mL) was added lH-pyrazole-4-carbonitrile (48.9 mg, 0.526 mmol) at 25C. The reaction mixture was stirred at the 25C for 16 h. The reaction mixture was quenched by water (20 mL) and extracted with EtOAc (2 x 20 mL). The combined organic layer was dried over Na2SC>4, filtered and concentrated in vacuum to give crude product (50 mg) which was triturated with MeCN (5 mL) to give Compound 47 (41 mg, 27%) as a solid. (0758) 1H NMR (400MHz, DMSO-d6) delta 8.31 (s, 1H), 8.05 (s, 1H), 5.87 (d, J= 18.2 Hz, 1H), 5.22 (d, J= 18.2 Hz, 1H), 4.92-4.88 (m, 1H), 3.88 (s, 1H), 3.56-3.49 (m, 1H), 2.86-2.76 (m, 1H), 1.96- 1.92 (m, 1H), 1.73-1.58 (m, 4H), 1.57-1.44 (m, 1H), 1.42-1.22 (m, 7H), 1.19-1.11 (m, 5H), 1.07 (s, 3H), 0.92-0.77 (m, 2H), 0.70 (s, 3H), 0.54 (s, 3H) LCMS Rt = 0.980 min in 2 min chromatography, 30-90 AB, purity 100%, MS ESI calcd. For C26H37N303Na+ [M+Na]+ 462, found 462.

The synthetic route of 31108-57-3 has been constantly updated, and we look forward to future research findings.

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. 31230-17-8, name is 5-Methyl-1H-pyrazol-3-amine belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 5-Methyl-1H-pyrazol-3-amine

Sodium hydride (60percent dispersion in ? mineral oil, 0.81 g, 33.96 mmol) was added slowly to a stirred suspension of ? 5-methyl-1H-pyrazol-3-amine (3.00 g, 30.90 mmol) in ? tetrahydrofuran (150 mL) at 0 ¡ãC. The mixture was stirred for 30 minutes, then ? di-tert-butyl dicarbonate (7.40 g, 33.96 mmol) was added to the reaction. The mixture was stirred and warmed to room temperature. After 2 hours, saturated ? aqueous sodium hydrogencarbonate solution was added to the reaction and the mixture was extracted with chloroform. The organic layer was washed with brine, dried (Na2SO4) and evaporated. Followed by purification of the crude product by flash chromatography (2.44 g, 40percent).LRMS (m/z): 198 (M+1)+.1 H NMR (400 MHz, METHANOL-d4) delta ppm 1.61 (s, 9 H) 2.10 (s, 3 H) 4.85 (s, 2 H) 5.24 (s, 1 H)

The synthetic route of 31230-17-8 has been constantly updated, and we look forward to future research findings.

Electric Literature of 1904-31-0,Some common heterocyclic compound, 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, molecular formula is C4H7N3, 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.

Preparation of 2-[4-(2,3-difluoro-phenoxy)-2-oxo-2H-pyridin-1-yl]-4-methyl-pentanoic acid (1-methyl-1H-pyrazol-3-yl)-amide: A solution of 2-[4-(2,3-difluoro-phenoxy)-2-oxo-2H-pyridin-1-yl]-4-methyl-pentanoic acid (100 mg, 0.3 mmol) in N,N-dimethylformamide (2 mL) at 25¡ã C. was treated with N,N-diisopropyethylamine (0.15 mL, 0.9 mmol), O-(7-azabenzotriazol-1-yl)-N,N,N’N’-tetramethyluronium hexafluorophosphate (HATU) (171 mg, 0.45 mmol) and 1-methyl-1H-pyrazol-3-ylamine (32 mg, 0.33 mmol). The reaction was stirred at 25¡ã C. overnight. At this time, the reaction was diluted with ethyl acetate (30 mL) and was washed with a saturated aqueous ammonium chloride solution (20 mL), a saturated aqueous sodium bicarbonate solution (20 mL) and a saturated aqueous sodium chloride solution (20 mL), dried over anhydrous sodium sulfate, filtered, rinsed and concentrated in vacuo. Silica gel column chromatography (100percent ethyl acetate) afforded 2-[4-(2,3-difluoro-phenoxy)-2-oxo-2H-pyridin-1-yl]-4-methyl-pentanoic acid (1-methyl-1H-pyrazol-3-yl)-amide (95 mg, 76percent) as a white solid; ES+-HRMS m/e calcd for C21H22N4O3F2 [M+H+]417.1733, found 417.1733; 1H NMR (400 MHz, DMSO-d6) delta ppm 10.96 (s, 1H), 7.83 (d, J=7.9 Hz, 1H), 7.55 (d, J=2.0 Hz, 1H), 7.40-7.49 (m, 1H), 7.23-7.37 (m, 2H), 6.38 (d, J=2.0 Hz, 1H), 6.22 (dd, J=7.9, 2.8 Hz, 1H), 5.74 (dd, J=11.6, 4.9 Hz, 1H), 5.55 (d, J=2.8 Hz, 1H), 3.74 (s, 3H), 1.97-2.07 (m, 1H), 1.77 (ddd, J=14.2, 9.6, 4.9 Hz, 1H), 1.23-1.37 (m, 1H), 0.88 (d, J=6.6 Hz, 3H), 0.85 (d, J=6.6 Hz, 3H).

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-1H-pyrazol-3-amine, its application will become more common.

Synthetic Route of 35344-95-7,Some common heterocyclic compound, 35344-95-7, name is 1H-Pyrazole-4-carbaldehyde, molecular formula is C4H4N2O, 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: To a stirring solution of 6bromonicotinaldehyde (1.25 g, 6.72 mmol) in DMF (10 mL) was added K2CO3 (2.32 g, 16.80 mmol) and 4methyl1Himidazole (0.55 g, 6.72 mmol). The resulting mixture was heated at 100 ¡ãC for 1 h then cooled to ambient temperature. The reaction was poured into ice water (30 mL) and extracted with ethyl acetate (2 x 75 mL). The combined organic layers were washed with brine (50 mL), dried over sodium sulfate and evaporated under reduced pressure. The residue was purified by flash chromatography (Redisep40 g, 0100percent EtOAc/nHexane)) to obtain Intermediate 20 (0.50 g, 39.70percent) as light brown solid.1H NMR (300 MHz, DMSOd6) G ppm 2.50 (s, 3 H), 7.76 (s, 1 H), 7.95 (dd, J = 6.00, 1.20 Hz, 1 H), 8.39 (dd, J = 6.60, 1.80 Hz, 1 H), 8.55 (d, 1.20 Hz, 1 H), 8.99 (s, 1 H), 10.08 (s, 1 H), LCMS:(MethodH) retention time :1.03 min, [M+1]: 188.0.

The synthetic route of 35344-95-7 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 3920-50-1, 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 3920-50-1 as follows.

A mixture of 2-(4-{[2-amino-5-chloro-4-(trifluoromethyl)phenyl]amino}phenyl)ethanol (step 2 of Example 104, 2.28 g, 5.85 mmol) and 1H-pyrazole-3-carbaldehyde (562 mg, 2.85 mmol) in ethanol (35 ml) was stirred under reflux temperature for 1 h. The mixture was concentrated and dissolved in benzene (40 ml). To this solution was added lead tetraacetate (2.85 g, 6.44 mmol) at rt. After stirring at room temperature for 18 h, to the mixture were added saturated aqueous sodium hydrogencarbonate (50 ml) and ethyl acetate. The organic layer was separated and washed with brine, dried (Na2SO4) and concentrated. Purification by flash column chromatography eluting with dichloromethane/methanol (20:1 to 10:1), then dichloromethane/2-propanol (5:1) afforded 979 mg (41percent) of the title compound as a slight brown solid. [2276] 1H-NMR (CDCl3/CD3OD=4/1) delta: 8.12 (1H, br.s), 7.74 (1H, s), 7.59 (1H, br.s), 7.47 (2H, d, J=7.9 Hz), 7.34-7.30 (3H, m), 6.36 (1H, br.s), 3.87 (2H, br.t, J=6.8 Hz), 2.95 (2H, t, J=6.8 Hz). MS (ESI) m/z: 407 (MH+), 405 ([M-H]-).

According to the analysis of related databases, 3920-50-1, 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: 930-36-9, name is 1-Methylpyrazole, 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 930-36-9, HPLC of Formula: C4H6N2

1) 1-Methyl-1H-pyrazole-4-carboaldehyde In an argon atmosphere, phosphorus oxychloride (65.3 mL) was added dropwise to N,N-dimethylformamide (54.2 mL) at 0C over 30 minutes, and the mixture was stirred at room temperature for 1 hour and 80C for 10 minutes. Subsequently, 1-methylpyrazole (25.0 g) was added dropwise to the reaction mixture over 30 minutes. The reaction mixture was stirred at 85C for 1 hour, at 100C for 3 hours, and at 115C for 1 hour, and then allowed to cool in air. The reaction mixture was added ice-water (1 L), and the mixture was stirred for 20 hours. The reaction mixture was partitioned between 1M aqueous sodium hydroxide (2 L) and chloroform, and the organic layer was dried over sodium sulfate anhydrate. After a filtration step, the solvent was evaporated under reduced pressure, and the residue was purified through silica gel column chromatography (chloroform – methanol), to thereby give 1-methyl-1H-pyrazole-4-carboaldehyde as an oily product (22.1 g, 66%). 1H-NMR(400MHz,CDCl3)delta:3.97(3H,s), 7.91(1H,s), 7.96(1H,s), 9.85(1H,s). ESI-MSm/z:111(M+H)+.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Related Products of 288-13-1, A common heterocyclic compound, 288-13-1, name is 1H-Pyrazole, molecular formula is C3H4N2, 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.

4-Iodopyrazole (14).; A flask equipped with a nitrogen inlet, addition funnel, thermowell, and mechanical stirrer was charged with pyrazole (13, 450 g, 6.62 mol) and tetrahydrofuran (5 L). The mixture was cooled to 10 C. and N-iodosuccinimide (NIS, 1490 g, 6.62 mol, 1.0 equiv) was added in portions as a solid. The reaction mixture (slight suspension) was stirred at room temperature for 1 hour (longer reaction times may be necessary depending on ambient temperature). The mixture was then filtered and the THF was removed under reduced pressure. The residue was suspended in ethyl acetate (6 L) and insoluble materials were filtered. The dark filtrate was sequentially washed with aqueous saturated sodium thiosulfate solution (2¡Á3 L) (organic layer lightens to a pale yellow), water (2¡Á3 L), and brine (2 L). The organic layer was dried over sodium sulfate, filtered, and concentrated under reduced pressure to afford 4-iodopyrazole (14, 1138 g, 1284.1 g theoretical, 88.6%) as white to pale yellow solids after being dried in a vacuum oven at 30 C. overnight. For 14: 1H NMR (DMSO-d6, 400 MHz) delta ppm 13.17 (bs, 1H), 7.93 (bs,1H), 7.55 (bs,1H); C3H3IN2 (MW, 193.97), LCMS (EI) m/e 195 (M++H).

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.

Application of 1904-31-0,Some common heterocyclic compound, 1904-31-0, name is 1-Methyl-1H-pyrazol-3-amine, molecular formula is C4H7N3, 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: To a solution of benzoic acid which was obtained by hydrolysis of methyl esters 8 or 12A-E (0.22 mmol, 1.0 equiv), aminothiazole or imidazo[1,2-a]pyrazin-8-amine or aminopyrazole (0.33 mmol, 1.5 equiv), HATU (0.33 mmol, 1.5 equiv) and HOAt (0.33 mmol, 1.5 equiv) in DMF (2 mL) was added dropwise di(isopropyl)ethylamine (DIPEA) (0.12 mL, 0.67 mmol, 3 equiv). The reaction was run under microwave at 60 ¡ãC (40 W) for 30 min, and then cooled to room temperature and poured into brine. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine, dried over anhydrous NaSO4 and concentrated. The residue was purified by chromatography (SiO2, petroleum ether/EtOAc = 4:1-1:1) to yield corresponding amides as white or yellow powder.

The synthetic route of 1904-31-0 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. 2820-37-3, name is 3,4-Dimethyl-1H-pyrazole, A new synthetic method of this compound is introduced below., Safety of 3,4-Dimethyl-1H-pyrazole

5 will weigh 100mg, 0.23mmolThe pentachloroene was placed in a 25 mL two-necked flask.Drum nitrogen evacuation was repeated 3 times to obtain an anhydrous and oxygen-free reaction system.Then 7 mL of N,N-dimethylformamide was added as a reaction solvent.The reaction device is then placed in a sonicator at room temperature for 2hThe decachloromaleene is fully dispersed in N,N-dimethylformamide,At the same time weighed 68mg,2.84mmol, 20 equivalent mass fraction of 60%The sodium hydride was placed in a 25 mL two-necked flask.Drum nitrogen evacuation repeat 3In the same manner, an anhydrous and oxygen-free reaction system was obtained.Then 8 mL of N,N-dimethylformamide was added as a reaction solvent.Stir 0.5 h so that sodium hydride is fully dispersed in the solvent.Then use a syringe to extract 453mg,20 equivalents of 3,4-dimethylpyrazole are slowly injected into dispersed sodium hydride N,N-dimethylformamide.Then there are a lot of bubbles in the solution,Stirred for 0.5 h to give a clear orange solution.Then slowly add this clear orange solutionAfter ten bowl chloride ultrasound ene reaction flask,It can be seen that the color of the solution quickly turns dark green and slowly approaches blackThe reaction system was reacted overnight at 25C.After the reaction is over,Add a small amount of water slowly to quench the reaction.Then it is extracted with dichloromethane and washed continuously until the color in the aqueous phase is colorless.Then all the organic phases were collected, spin-dried and passed through a silica gel column.The light yellow ribbon is the target molecule3,4-Dimethylpyrazoleene bowlene compound, 4.4 mg,The yield was 30%

The synthetic route of 2820-37-3 has been constantly updated, and we look forward to future research findings.

Electric Literature of 132712-71-1, A common heterocyclic compound, 132712-71-1, name is 3-Methyl-1H-pyrazol-5-ol, molecular formula is C4H6N2O, 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.

Compound (M-32) (1.00 g, 10.2 mmol)And potassium carbonate (4.23 g, 30.6 mmol)Was dissolved in acetonitrile (30 mL)1,4-dibromobutane (2.64 g, 12.2 mmol) and the mixture was stirred for 12 hours at 50 C.. Thereafter, water was added,And extracted with ethyl acetate.After drying the organic layer with anhydrous sodium sulfate,After filtration, the solvent was distilled off under reduced pressure condition.The residue was purified by silica gel column chromatography (n-hexane: ethyl acetate)To obtain a compound (M-34).

The synthetic route of 132712-71-1 has been constantly updated, and we look forward to future research findings.