Category: 930-36-9

Electric Literature of 930-36-9, 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 930-36-9 as follows.

The 6-[4-[4-[2-(l-methyl-lH-pyrazol-5-yl)ethoxy]phenyl]piperidin-l-yl]-3-(trifluoromethyl)[l,2,4]triazolo[4,3-b]pyridazine used as starting material was prepared as follows :-; Preparation of 2-(l-methyl-lH-pyrazol-5-yl)ethanol n-Butyl lithium (1.6M in hexanes) (1226 mL, 1961.78 mmol) was added dropwise to 1- methyl-lH-pyrazole (153.4 g, 1868.37 mmol) in THF (3000 mL) cooled to -78C over a period of 1 hour under nitrogen. The resulting solution was stirred at -600C for 30 minutes, then warmed to -100C and stirred for a further 40 minutes. A solution of oxirane (210 mL, 4203.82 mmol) in THF (600 mL) was added slowly at – 100C followed by further THF (1000 mL) and the resulting slurry was stirred at -100C for 30 minutes, then at 00C for 30 minutes. The mixture was then allowed to gradually warm to room temp under nitrogen and stirred for 16 hours. The reaction mixture was quenched with saturated NH4CI solution (2000 ml), the layers separated and the aqueous phase extracted with n-butanol (3 x 1000 ml). The combined organics were washed with saturated brine (1500 ml), dried over MgSOphi filtered and evaporated to give an oil, which was azeotroped with toluene(1000 ml) to leave an oil with some solid. The oil was dissolved in DCM and the insoluble solid was filtered off and washed with DCM. The filtrate was purified by chromatography using a silica Novasep prep HPLC column, eluting with a gradient of 5-10% methanol in DCM. Pure fractions were evaporated to dryness to afford 2-(l-methyl-lH-pyrazol-5- yl)ethanol (195 g, 83%) as an oil.IH NMR (400.1 MHz, DMSO-d6) delta 2.77 (2H, t), 3.63 (2H, m), 3.74 (3H, s), 4.74 (IH, t), 6.04 (IH, m), 7.26 (IH, d).

According to the analysis of related databases, 930-36-9, the application of this compound in the production field has become more and more popular.

Application of 930-36-9, These common heterocyclic compound, 930-36-9, name is 1-Methylpyrazole, 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.

Example 1. Synthesis of 2-methyl-2H-pyrazole-3-carbaldehyde In a dry 50 ml Vial is placed a solution of 1.642 g (20 mmol) N-Methylpyrazole in 30 ml dry THF. The mixture is cooled to -20 C and while stirring 8 ml (20 mmol, 2.5M in hexane) n-BuLi-solution is slowly added. The reaction mixture is stirred for 2.5 h at -20 C. With vigorous stirring 4.7 ml (4.39g, 60 mmol) dry DMF is slowly added at -20 C and the mixture kept at this temperature for 1 h. The reaction mixture is then poured into 100 ml of a 1 M acetic acid / sodium acetate buffer (pH: 4.5), 50 ml MTBE is added and the organic layer is separated, washed with 50 ml sat. Na2CO3-solution to remove excess acetic acid (extraction with ethyl acetate leads to DMF in the final product). The organic layer is separated, dried with MgSO4 and the solvent is removed by om a rotary evaporator. The crude product is purified by vacuum distillation (bp: 67 C, 21 mbar). 3 preparations which were distilled together yielded 5.969g (54 mmol, 90%) of the title compound. 1H-NMR (300 MHz, CDCl3): 4.18 (s, 3H, CH3-N), 6.91 (d, 1H, 3J=2.0 Hz, CH=C-N), 7.53 (d, 1H, 3J=2.0 Hz, CH=N), 9.87 (s, 1H, CH=O) ppm. 13C-NMR (100 MHz, CDCl3): 39.31 (CH3-N), 114.78 (CH=C-N), 138.54 (CH=N), 138.98 (CH=C-N), 179.83 (CH=O) ppm.

Statistics shows that 1-Methylpyrazole is playing an increasingly important role. we look forward to future research findings about 930-36-9.

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. 930-36-9, name is 1-Methylpyrazole, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-Methylpyrazole

N-methylpyrazole (16.4 g, 200 mmol) and acetic anhydride (38 mL, 400 mmol) were added to the reaction flask.Concentrated sulfuric acid (1 mL, 20 mmol) was added dropwise with stirring, and then reacted under a nitrogen atmosphere at 140 C for 12 h.After the reaction is completed, the system is poured into ice water, extracted with dichloromethane, dried over anhydrous sodium sulfate, and the solvent is removed for column chromatography.(Eluent: Petroleum ether / EtOAc (v/v) = 3/1) afforded 17.7 g of product as a yellow oil. Yield: 71%.

According to the analysis of related databases, 930-36-9, the application of this compound in the production field has become more and more popular.

Synthetic Route of 930-36-9, These common heterocyclic compound, 930-36-9, name is 1-Methylpyrazole, 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.

Example 14-(Azetidin-1 -yl)-1 -methyl-3-[1 -methyl-5-(4-methylphenyl)-1H-pyrazol-4-yl]-1H- pyrazolo[3,4-d]pyrimidine1Step 1: Synthesis of (1-methyl-1H-pyrazol-5-yl)boronic acid (C1) To a solution of 1 -methyl-1 /-/-pyrazole (1 10 g, 1 .34 mol) in anhydrous tetrahydrofuran (2 L), with stirring, was added drop-wise n-butyllithium (2.5 M, 590 imL, 1 .47 mol) at -78 C. After completion of the addition, the mixture was stirred for 1 .5 hours at -78 C. Then triisopropyl borate (277 g, 1 .47 mol) was added and the mixture was gradually warmed to room temperature and stirred overnight. Saturated aqueous ammonium chloride solution (1 L) was added drop- wise, while keeping the temperature of the reaction mixture below 10 C. The resulting mixture was acidified to a pH of approximately 6 with 1 N aqueous hydrochloric acid. The organic phase was separated and the aqueous phase was extracted with ethyl acetate (3 x 1 L). The combined organic layers were washed with saturated aqueous sodium chloride solution, dried over sodium sulfate, and filtered; and the solvent was removed under reduced pressure. The residue was washed with petroleum ether (3 x 300 mL) and the resulting solid was dried under vacuum to afford the product as a white solid. Yield: 157 g, 1.25 mol, 93%. H NMR (400 MHz, DMSO-cf6) delta 3.97 (s, 3H), 6.72-6.74 (m, 1 H), 7.34-7.36 (m, 1 H), 8.35 (br s, 2H).

The synthetic route of 930-36-9 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. 930-36-9, name is 1-Methylpyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Formula: C4H6N2

Step 1; [00116] q-Methyl-lH-pyrazol-5-yl)phihenyl)methanol: At about -78 0C, n- butyllithium (58.5 mL, 2.5M) was added to a solution of 1 -methyl- lH-pyrazole (10 g, 121.95 mmol, 1.00 equiv.) in tetrahydrofuran (200 mL). The mixture was stirred at about -78 0C for about 1 hour, and then benzaldehyde (14.2 g, 133.96 mmol, 1.10 equiv.) was added. The mixture was stirred at ambient temperature for about 16 hours, and then a saturated aqueous solution of ammonium chloride (100 mL) was added. Following standard extractive workup with ethyl acetate (2 x 100 mL), the resulting residue was purified by silica gel column chromotagraphy (ethyl acetate / petroleum ether (1:1)) to give the title product as a white solid (20.2 g; yield = 88%). LC-MS: m/z = 189 (MH)+. 1H NMR (300 MHz, CHCl3) delta: 7.26-7.38 (m, 6H), 6.00 (d, / = 1.8 Hz, IH), 5.85 (s, IH), 3.70 (s, 4H).

The synthetic route of 930-36-9 has been constantly updated, and we look forward to future research findings.

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.

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

Step 1 : 4-iodo- l -methyl- lH-pyrazole A mixture of 1 -methy 1-1 H-pyrazole (7) (37 gm, 0.6090 moles), iodine (57. 1 gm, 0.225 moles), hydrogen peroxide (9.2 gm, 0.27 moles) and DI water ( 1 10 ml) were stirred for 24 hour at 20-30C. Progress of the reaction was monitored by HPLC and TLC. The reaction mixture was cooled to 5- 10C. The reaction mixture was quenched with 20% aqueous sodium bisulfite ( 100 ml) and stirred for 1 hour at 5-10C. The solid product obtained was filtered off, washed with cold DI water ( 100 ml) and dried at 40-45C to yield the product, 4-iodo- l – methyl- 1 H-pyrazole. Dry wt : 56 gm Yield : 1.51 w/w (60%)

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

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, Product Details of 930-36-9

S1, under nitrogen atmosphere protection,100g of 1-methylpyrazole was added to 2L of tetrahydrofuran, stirred to dissolve to uniform state,Then cooled to minus 60 degrees,Then 2.5M concentration of n-butyllithium 600ml,Insulation below minus 60 degrees Celsius,After the addition of n-butyl lithium is completed, and then incubated 0.4h,Cooled to minus 65 degrees Celsius,100 mL of N, N-dimethylformamide was added dropwise,After dropping N, N-dimethylformamide overnight at room temperature,The whole was cooled to 0 degrees Celsius, 300ml deionized water was added dropwise after quenching.S2, extracted with 500 ml of ethyl acetate each time,Repeat 2 times to separate the organic phase,Each time with 500ml saturated brine wash,Repeat washing 2 times, with 50g anhydrous sodium sulfate drying 1h,Suction filtration, then decompression rotary steaming,The product from S2 step is 1-methyl-1H-pyrazole-5-carbaldehyde.

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

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, category: pyrazoles-derivatives

Preparation 4 Preparation of 5-(5,5-dimethyl-1 ,3,2-dioxaborinan-2-yl)-1 -methyl-1 H-pyrazoleTo a solution of 1 -methyl pyrazole (4.1 g, 50 mmole) in THF (100 ml.) at 00C was added n-BuLi (2.2M in THF, 55 mmole). The reaction solution was stirred for 1 hour at RT and then cooled to -78C [J. Heterocyclic Chem. 41 , 931 (2004)]. To the reaction solution was added 2-isopropoxy-4,4,5,5-tetramethyl-1 ,3,2-dioxaborolane (12.3 ml_, 60 mmole). After 15 min at -78C, the reaction was allowed to warm to 00C over 1 hour. The reaction was diluted with saturated NH4CI solution and extracted with DCM. The organics were dried over Na2SO4 and concentrated under vacuum to afford a tan solid (8.0 g, 77%) which was used without further purification. LCMS (ES) m/z 127 (M+H)+ for [RB(OH)2]; 1H NMR (CDCI3, 400 MHz) delta 7.57 (s, 1 H), 6.75 (s, 1 H), 4.16 (s, 3H), and 1.41 (s, 12H).

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

Related Products of 930-36-9, These common heterocyclic compound, 930-36-9, name is 1-Methylpyrazole, 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.

Example 1. Synthesis of 2-Methyl-2H-pyrazole-3-carbaldehyde In a dry 50 ml Vial is placed a solution of 1.642 g (20 mmol) N-Methylpyrazole in 30 ml dry THF. The mixture is cooled to -20C and while stirring 8 ml (20 mmol, 2.5M in hexane) n-BuLi-solution is slowly added. The reaction mixture is stirred for 2.5 h at -20 C. With vigorous stirring 4.7 ml (4.39g, 60 mmol) dry DMF is slowly added at -20 C and the mixture kept at this temperature for 1h. The reaction mixture is then poured into 100 ml of a 1M acetic acid / sodium acetate buffer (pH: 4.5), 50 ml MTBE is added and the organic layer is separated, washed with 50 ml sat. Na2CO3-Solution to remove excess acetic acid (extraction with ethyl acetate leads to DMF in the final product). The organic layer is separated, dried with MgSO4 and the solvent is removed by om a rotary evaporator. The crude product is purified by vacuum distillation (bp: 67 C, 21 mbar). 3 preparations which were distilled together yielded 5.969g (54 mmol, 90%) of the title compound. 1H-NMR (300 MHz, CDCl3): 4.18 (s, 3H, CH3-N), 6.91 (d, 1H, 3J=2.0 Hz, CH=C-N), 7.53 (d, 1H, 3J=2.0 Hz, CH=N), 9.87 (s, 1H, CH=O) ppm. 13C-NMR (100 MHz, CDCl3): 39.31 (CH3-N), 114.78 (CH=C-N), 138.54 (CH=N), 138.98 (CH=C-N), 179.83 (CH=O) ppm.

Statistics shows that 1-Methylpyrazole is playing an increasingly important role. we look forward to future research findings about 930-36-9.