Category: 20154-03-4

Electric Literature of 20154-03-4, 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. 20154-03-4, name is 3-(Trifluoromethyl)-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

Compound Bl (3 g; 8.43 mmol), 3-trifluoromethylpyrazole (3.44 g; 25.28 mmol), potassium carbonate (7 g; 50.58 mmol) and copper iodide (322 mg; 1.69 mmol) were suspended in 50 mL of nitrobenzene in a stream of nitrogen, and the temperature of the water bath was raised to 200°C under stirring. The mixture was stirred for 2 hours under heating, and then cooled to room temperature. Insolubles were removed by sellaite filtration, and the solvent of the filtrate was distilled off under reduced pressure. Purification of the residue through a silica gel column (hexane:ethyl acetate = 9:1) yielded 2.57 g (yield: 65.4percent) of compound Cl as a colorless liquid. Phosphorescence lambdamax = 452 nm (dichloromethane solution).

The chemical industry reduces the impact on the environment during synthesis 3-(Trifluoromethyl)-1H-pyrazole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; FUJI PHOTO FILM CO., LTD.; WO2006/98505; (2006); A1;,
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

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. 20154-03-4, name is 3-(Trifluoromethyl)-1H-pyrazole, A new synthetic method of this compound is introduced below., Formula: C4H3F3N2

To a solution of Intermediate 17 ethyl 1-(6-(2-(2-methyl-4-(3- ((methylsulfonyl)oxy)propoxy) phenethyl) phenyl)-pyridin-2-yl)-5-(trifluoromethyl)- 1 Hpyrazole-4-carboxylate (232 mg, 0.367 mmol) in tetrahydrofuran (THF) (10 ml) at RT was added NaH (30.9 mg, 0.772 mmol). The suspension was stirred 30mm then 3-(trifluoromethyl)-1H-pyrazole (50mg, 0.367 mmol) was added. Analysis of the reaction byTLC showed the reaction was complete. 2 equivalents of HCI iN were added. Thereaction mixture was concentrated in vacuo, dissolved in EtOAc and washed with H20.The organic layer was dried over anhydrous Na2SO4, filtered and concentrated in vacuo.The product was purified by chromatography on a Isco Companion. The sample wasloaded on 10 g Biotage silica (Si) column then the purification was carried out using DCM /MeOH 100/0 to 98/2. The appropriate fractions were combined and concentrated in vacuo to give the required product as an off-white oil (180 mg, 76percent). LC/MS rt =3.25 mm m/z = 644 [M+H]. HRMS rt = 2.95 mi (M+H) Calculated=644.2096; found=644.2130 (z=6.5 ppm).1H NMR (d6-DMSO) O (ppm): 8.3 (5, 1H), 8.2 (t, 1H), 8.0 (m, 1H), 7.8 (d, 1H), 7.7 (d, 1H),7.4 (m, 4H), 6.7 (5, 1H), 6.6 (m, 2H), 6.5 (d, 1H), 4.4 (m, 2H), 3.9 (m, 2H), 2.8 (m, 2H), 2.6 (m, 2H), 2.25 (m, 2H), 1.9 (5, 3H).

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.

Related Products of 20154-03-4, 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 20154-03-4 as follows.

Step A. [2-(Trifluoromethyl)-4-(3-trifluoromethyl-1H-pyrazol-1-yl)-phenyl]-(6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-6-yl)-methanone Sodium hydride (60percent suspension in oil, 0.17 g, 4.25 mmol) was washed with hexane, dried under nitrogen and resuspended in dry dimethylformamide (10 mL). 3-trifluoromethyl pyrazole (0.34 g, 2.5 mmol) was added in one portion. After the gas evolution subsided stirring was continued at room temperature. The (6,11-dihydro-5H-pyrido[2,3-b][1,5]benzodiazepin-6-yl)-(4-fluoro-2-trifluoromethyl-phenyl)-methanone of Example 4, Step B (0.75 g, 1.94 mmol) was added in one portion and the mixture was placed in an oil bath (preheated at 130° C.) overnight. After cooling, the mixture was partitioned between water and ethyl acetate. The organic extracts were dried over sodium sulfate, and evaporated to dryness in vacuo. The residue was crystallized from ethanol to yield the title compound (0.57 g) as an off-white solid, m.p. 127-129° C. NMR (DMSO-d6, 400 MHz): delta4.19 and 5.46 (dd, 2H), 6.54 (m, 1H), 6.70 (m, 1H), 6.80 (m, 1H), 7.02 (m, 1H), 7.07 (m, 1H), 7.29 (m, 1H), 7.61 (m, 1H), 8.00 (m, 1H), 8.05-8.16 (m, 2H), 8.84 (m, 1H), 9.63 (s, 1H, NH) MS (EI, m/z): 503 [M]+ Anal. Calc’d for C24H15F6N5O: C 57.26, H 3.00, N 13.91. Found: C 57.07, H 2.97, N 13.58.

According to the analysis of related databases, 20154-03-4, the application of this compound in the production field has become more and more popular.

Reference of 20154-03-4,Some common heterocyclic compound, 20154-03-4, name is 3-(Trifluoromethyl)-1H-pyrazole, molecular formula is C4H3F3N2, 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 2, 3-dichloropyridine (99.0 g, 0.67 mol) and 3-(trifluoromethyl)pyrazole (83 g, 0.61 mol) in N,N-dimethylformamide (300 ml) was added potassium carbonate (166.0 g, 1.2 mol) and the reaction was then heated to 110-125 °C over 48 hours. The reaction was cooled to 100 °C and filtered through Celite.(R).) diatomaceous filter aid to remove solids. N,N-dimethylformamide and excess dichloropyridine were removed by distillation at atmospheric pressure. Distillation of the product at reduced pressure (b. p. 139-141 °C, 7 mm) afforded 113.4 g of the desired intermediate as a clear yellow oil. 1H NMR (CDCl3): delta 8.45 (d,1H), 8.15 (s,1H), 7.93 (d,1H), 7.36 (t,1H), 6.78 (s,1H).

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

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 20154-03-4 as follows. Product Details of 20154-03-4

Sodium hydride (60percent suspension in oil, 0.17 g, 4.25 mmol) was washed with hexane, dried under nitrogen and resuspended in dry dimethylformamide (10 mL). 3-trifluoromethyl pyrazole (0.34 g, 2.5 mmol ) was added in one portion. After the gas evolution subsided stirring was continued at room temperature. The (5,11-dihydro-pyrido [2,3-b] [1,5] benzodiazepin-6-yl)- (4-fluoro-2-trifluoromethyl-phenyl)-methanone of Example 4, Step B (0.75 g, 1.94 mmol) was added in one portion and the mixture was placed in an oil bath (preheated at 130°C) overnight. After cooling, the mixture was partitioned between water and ethyl acetate. The organic extracts were dried over sodium sulfate, and evaporated to dryness in vacuo. The residue was crystallized from ethanol to yield the title compound (0.57 g, 57.3percent) as an off-white solid, m.p. 127-129°C. NMR (DMSO-d6, 400 MHz): delta 4.19 and 5.46 (dd, 2H, CONCH2), 6.54 (m, 1H), 6.70 (m, 1H), 6.80 (m, 1H), 7.02 (m, 1H), 7.07 (m, 1H, pyrazole CH), 7.29 (m, 1H), 7.61 (m, 1H), 8.00 (m, 1H), 8.05-8.16 (m, 2H), 8.84 (m, 1H, pyrazole CH), 9.63 (s, 1H, NH) MS (EI, m/z): 503 [M]+ Anal. Calc’d for C24H15F6N5O: C 57.26, H 3.00, N 13.91. Found: C 57.07, H 2.97, N 13.58

According to the analysis of related databases, 20154-03-4, the application of this compound in the production field has become more and more popular.

Some common heterocyclic compound, 20154-03-4, name is 3-(Trifluoromethyl)-1H-pyrazole, molecular formula is C4H3F3N2, 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. Formula: C4H3F3N2

[00554] Intermediate 55a: ethyl 2-[3-(trifluoromethyl)pyrazol-1-yI]acetate[00555] A solution of 3-(trifluoromethyl)-1 H-pyrazole (75mg, 0.SSmmol) and potassium carbonate (228mg, 1 .6Smmol) were left to stir in MeCN (2mL) for 30 minutes before the addition of ethyl bromoacetate (0.O9mL, 0.83mmol). The reaction mixture was then heated to 60 °C and left to stir for 2 hours. The reaction mixture was quenched by the addition of water (2OmL) and extractedusing EtOAc (3 x 2OmL). The organic layers were combined, dried over Na2504, filtered andconcentrated in vacuo to give ethyl 2-[3-(trifluoromethyl)pyrazol-1-yl]acetate (1 20mg, 0.SSmmol,100percent yield) as a yellow oil which was used in the next step without further purification.1H NMR (CDCI3,400MHz) O/ppm: 7.55 (1H, dd, J= 2.3Hz, 0.9Hz), 6.59 (1H, d, J= 2.2Hz), 4.96 (2H,5), 4.25 (2H, q, J= 7.1Hz), 1.29 (3H, t, J= 7.1Hz).MS Method 2: RT: 1.58 mi m/z 223.1 [M+H]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 20154-03-4, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 20154-03-4, name is 3-(Trifluoromethyl)-1H-pyrazole, 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 20154-03-4, Formula: C4H3F3N2

Step E: Preparation of 8-chloro-7-methoxy-4-(4-methoxy-benzyloxy)-2-(3-trifluoromethyl-1H-pyrazol-1-yl)-quinoline 234a. To a stirred solution of compound 233a (821 mg, 1.1 eq.) in anhydrous DMF (20 mL) at 0° C. was added NaH (241 mg, 1.1 eq.) portionwise. After the reaction mixture was stirred for 1 hr at room temperature, compound 221d (2 g, 1 eq.) was added and the mixture was stirred at 90° C. for 16 hrs. After the reaction mixture was cooled to room temperature, EtOAc was added. The organic phase was washed with HCl (2.5 N), dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude material was purified by chromatography on silica gel (petroleum ether/DCM, 50/50) to give compound 234a as a white solid in 51percent yield. MS (ESI, EI-) m/z=461.9 (MH-). 7-Methoxy-4-(4-methoxy-benzyloxy)-8-methyl-2-(3-trifluoromethyl-1H-pyrazol-1-yl)-quinoline 234c was synthesised from compounds 221b and 233a, following the procedure as described for compound 234a, as a white solid in 19percent yield. 1H NMR (CDCl3, 400 MHz) delta (ppm) 2.64 (s, 3H), 3.86 (s, 3H), 3.99 (s, 3H), 5.33 (s, 2H), 6.75 (d, J=2.58 Hz, 1H), 6.98 (d, J=8.78 Hz, 2H), 7.20 (d, J=9.22 Hz, 1H), 7.48 (d, J=8.78 Hz, 2H), 7.57 (s, 1H), 8.07 (d, J=9.08 Hz, 1H), 8.88 (s, 1H).

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.

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. 20154-03-4, name is 3-(Trifluoromethyl)-1H-pyrazole belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 3-(Trifluoromethyl)-1H-pyrazole

Reference Synthesis Example 53 (0635) Ethyl 2-[3-(trifluoromethyl)-1H-pyrazol-1-yl]acetate (0636) To a chloroform solution (2 mL) of 3-(trifluoromethyl)-1H-pyrazole (68 mg, 0.50 mmol), potassium carbonate (104 mg, 0.75 mmol) and ethyl bromoacetate (100 mg, 0.60 mmol) were added and the resultant mixture was stirred at 70¡ã C. for 2 hours. To the reaction solution, adequate amount of sodium iodide was added and the resultant mixture was further stirred for 1 day. To the reaction solution, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (147 mg, 0.77 mmol), 1-hydroxybenzotriazole (catalytic amount) and ethanol (500 muL) were added and the resultant mixture was stirred for 2 hours. After completion of the reaction, water was added to the reaction solution and extraction with chloroform from the resultant mixture was performed. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain a crude product of the title compound. The crude product was used in the next reaction as it was.

The synthetic route of 20154-03-4 has been constantly updated, and we look forward to future research findings.

Electric Literature of 20154-03-4,Some common heterocyclic compound, 20154-03-4, name is 3-(Trifluoromethyl)-1H-pyrazole, molecular formula is C4H3F3N2, 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: The considered 3-trifluoromethylpyrazole (68 mmol) was dissolved in 50percent aqueous sulfuric acid (20 mL). This was cooled to 0 ¡ãC and N-iodosuccinimide (18.5 g, 82 mmol) was added. The suspension was stirred 10 min at 0 ¡ãC and then stirred, 3 h for 1e and two days for 1f, at room temperature. This was dispersed in water (500 mL) and stirred overnight. The precipitate was filtered, washed with water and redispersed in boiling water (400 mL), a small amount of sodium disulfite was added and the suspension was left to cool, filtered again and dried under vacuum to yield compound 2e or 2f as described below.

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

Synthetic Route of 20154-03-4, These common heterocyclic compound, 20154-03-4, name is 3-(Trifluoromethyl)-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.

To a stirred solution of 10 g (73.5 mmol) 3 -(trifluoromethyl)- 1H- pyrazole (3) in DMSO (150 ml) were added 9.9 g of potassium tert.-butoxide portion wise. After stirring for 5 minutes drop wise addition of 12 ml of iodoethane followed by stirring overnight were conducted. Water was added afterwards and the pH value was adjusted to 3 by using IN HC1. The mixture was diluted with MTBE and extracted two more times with MTBE. The combined organic phase was washed with Na2S203-solution, water and brine yielding 8 g (67 percent) of the ionic liquid 8.

The synthetic route of 20154-03-4 has been constantly updated, and we look forward to future research findings.