Category: 5932-27-4

Reference of 5932-27-4, These common heterocyclic compound, 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, 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.

Under stirring at room temperature, to a solution of ethyl 1H-pyrazol-3-formate (8.35 g, 59.6 mmol, 1.0 eq.) in acetonitrile (150 mL) was added iodine (15.6 g, 61.5 mmol, 1.03 eq.), and then ceric ammonium nitrate (32.7 g, 59.6 mmol, 1.0 eq.) was added in batches. The reaction liquid was stirred overnight at room temperature. Then, the reaction was quenched by adding 5percent NaHSO3 solution, and insoluble substances were filtered. The filter cake was washed with water and ethyl acetate. The filtrate was extracted with ethyl acetate. The combined organic phase was washed with water and brine, dried over sodium sulfate, filtered and concentrated in vacuo to give ethyl 4-iodo-1H-pyrazol-3-formate (15.0 g, 95percent yield). 1H NMR (400MHz, CDCl3) delta 13.4 (brs, 1H), 7.89 (s, 1H), 4.46 (q, J = 7.2 Hz, 2H), 1.46 (t, J = 7.2 Hz, 3H).

Statistics shows that Ethyl 1H-pyrazole-3-carboxylate is playing an increasingly important role. we look forward to future research findings about 5932-27-4.

Related Products of 5932-27-4, 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. 5932-27-4 name is Ethyl 1H-pyrazole-3-carboxylate, 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.

A mixture of E15 (200 mg, 0.45 mmol), K2C03 (188 mg, 1.36 mmol), ethyl lH-pyrazole-3- carboxylate (317 mg, 2.27 mmol) and DMF (2 mL) were was stirred at 25 ¡ãC for 12 hours. TLC showed the reaction was finished. The mixture was diluted with EtOAc (20 mL), washed with brine (30mL*3), and the organic layer was dried over anhydrous Na2S04, and then concentrated to give crude product. It was purified by column chromatography (petroleum ether: ethyl acetate = 4:1) to give the 92 (96 mg, 44.4 percent) as a white solid. 1H NMR (92): (400 MHz, CDC13) delta 7.42 (d, J=2.4 Hz, 1H), 6.86 (d, J=2.4 Hz, 1H), 5.05-4.95 (m, 2H), 4.39 (q, J=7.2Hz, 2H), 4.20-4.10 (m, 1H), 3.49-3.39 (m, 2H), 3.28 (s, 3H) ,2.60-2.55 (m, 1H), 2.22 -1.91 (m, 3H), 1.75-1.50 (m, 6H), 1.45-1.10 (m, 15H), 1.05-0.92 (m, 1H), 0.90-0.84 (m, 1H), 0.70 (s, 3H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 1H-pyrazole-3-carboxylate, and friends who are interested can also refer to it.

5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, 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. name: Ethyl 1H-pyrazole-3-carboxylate

General procedure: To a 20 ml or 40 ml viale quipped with a stir bar was added photocatalyst, nitrogen nucleophile, iodomesitylene dicarboxylate, copper salt, and ligand. Dioxane was added followed by addition of the base. The solution was sonicated for 1?3 min until it became homogeneous. Next, the solution was degassed by sparging with nitrogen for 5?10 min before sealing with Parafilm. The reaction was stirred and irradiated using two 34-W blue LED lamps (3 cm away, with cooling fan to keep the reaction at room temperature) for 1 h. The reaction mixture was removed from the light, cooled to ambient temperature, diluted with water (15 ml) and ethyl acetate (25 ml), and the aqueous layer was extracted with ethyl acetate (3 ¡Á 25 ml). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated. The residue was purified by flash chromatography on silica gel to afford the desired decarboxylative C?N coupling product. For aniline substrates, a solution of these nitrogen nucleophiles in dioxane was used; additionally, if the iodomesitylene dicarboxylate is a liquid, its solution in dioxane was used.

The synthetic route of 5932-27-4 has been constantly updated, and we look forward to future research findings.

5932-27-4, A common compound: 5932-27-4, name is Ethyl 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.

Sodium hydride (60 wt % in mineral oil; 3.14 g, 78.5 mmol) was added to a solution of ethyl 1H-pyrazole-3-carboxylate (10 g, 71.4 mmol), benzyl bromide (12.7 mL, 107 mmol), and DMF (100 mL) at 0 C. portionwise over 3 min with vigorous stirring. The mixture was allowed to warm to r.t. over 18 h and then diluted with ethyl acetate. The resulting mixture was washed with water (¡Á3) and saturated aqueous sodium chloride. The organic layer was then dried over sodium sulfate, filtered and concentrated under reduced pressure. The resulting residue was purified by flash column chromatography, elution gradient 0 to 50% ethyl acetate in hexanes, to afford ethyl 1-benzyl-1H-pyrazole-3-carboxylate (11.3 g, 69%) as a slower eluting amber oil. Also isolated was ethyl 1-benzyl-1H-pyrazole-5-carboxylate (2.69 g, 16.4%) as a light amber oil. (1276) Ethyl 1-benzyl-1H-pyrazole-3-carboxylate: (1277) 1H NMR (DMSO-d6 27 C.) 1.28 (3H, t), 4.25 (2H, q), 5.43 (2H, s), 6.77 (1H, d), 7.23-7.42 (5H, m), 7.97 (1H, d). m/z: ES+[M+H]+ 231.

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

These common heterocyclic compound, 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, 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. 5932-27-4

(b) 4-Fluoropyrazole-3-carboxylic acidSodium hydroxide (aq., 2M, 18 mmol; 9 mL) was added to a solution of a mixture (-2:1) of 4-fluoropyrazole-3-carboxylic acid ethyl ester and pyrazole-3-carboxylic acid ethyl ester (1.2 g, ~8 mmol; see step (a) above) in dioxane (9 mL) at rt and was stirred for 16 h. A second portion of aqueous sodium hydroxide (2M, 18 mmol, 9 mL) was added and the mixture was stirred for another 4 h. The mixture was acidified with HCl (aq., 2M, 20 mL), concentrated, stirred with MeOH (30 mL) and filtered. The filtrate was concentrated and the residue crystallised from HCl (aq., 0.01M)

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. 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate belongs to pyrazoles-derivatives compound, it is a common compound, a new synthetic route is introduced below. 5932-27-4

Ethylpyrazole-3-carboxylate (1.00 g, 7.14 mmol) was dissolved in acetonitrile (28 mL) N-iodosuccinimide (1.77 g, 7.85 mmol) and trifluoroacetic acid (0.16 mL, 2.14 mmol) were successively added thereto, followed by stirring at room temperature for 3 hours. After completion of the reaction, the reaction mixture was diluted with ethyl acetate and washed with a 5percent aqueous solution of sodium hydrogencarbonate and distilled water. The organic layer was dried over anhydrous sodium sulfate and concentrated. The resulting residue was purified by silica gel column chromatography (ethyl acetate: n-hexane = 4: 6) to give the title compound 75-a (1.69 g, 89percent) as a yellow solid .

The synthetic route of 5932-27-4 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. 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, A new synthetic method of this compound is introduced below., 5932-27-4

Description 14; Ethyl 1 -{[4-(5-{3-chloro-4-[(1 -methylethyl)oxy]phenyl}-1 ,2,4-oxadiazol-3- yl)phenyl]methyl}-1H-pyrazole-3-carboxylate (D14); [4-(5-{3-Chloro-4-[(1-methylethyl)oxy]phenyl}-1 ,2,4-oxadiazol-3-yl)phenyl]methanol (D13) (200 mg) and ethyl 1 H-pyrazole-3-carboxylate (D1 ) (85 mg) were dissolved in toluene (4.6 ml) under an Ar atmosphere and treated with tributylphosphine (152 mul). After stirring for 5 minutes 1 ,1′-azobis(N,N-dimethylformamide) (105 mg) was added and stirring continued overnight. The reaction mixture was then filtered, washing with toluene, and evaporated to dryness. The residue was purified by flash chromatography on silica, eluting with a 0-100 percent EtOAc in pentane to give the undesired isomer (86 mg) and the title compound (108 mg) in poor purity. deltaH (CDCI3, 400MHz): 1.42 (3H, t), 1.45 (6H, d), 4.43 (2H, q), 4.72 (1 H, quintet), 5.48 (2H, s), 6.87 (1 H, d), 7.06 (1 H, d), 7.36 (2H, d), 7.41 (1 H, d), 8.05 (1 H, dd), 8.14 (2H, d), 8.23 (1 H, d). MS (ES): C24H23CIN4O4 requires 466.92; found 467 (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.

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. 5932-27-4 name is Ethyl 1H-pyrazole-3-carboxylate, 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. 5932-27-4

Step 2: Nitrogen protection, 1H-pyrazole-3-carboxylic acid ethyl ester (3.7 g, 26.2 mmol) dissolved in dry DMF(25 mL), 60percent NaH (1.0 g, 26.2 mmol) was added in four portions at 0 ¡ãC. After stirring for 15 min, slowly add 2-(3,5-Dimethyl-1H-pyrazol-1-yl)-6-fluoropyridine (4.0 g, 20.9 mmol), warmed to 110 ¡ã C and stirred overnight.The reaction was quenched by adding an appropriate amount of water and extracted three times with dichloromethane.The combined organics were dried with MgSO4 for 2 h. Filter out MgSO4,The solvent was distilled off, and the crude product was separated by column chromatography (eluent petroleum ether (60-90 ¡ã C) / ethyl acetate, 15:1 by volume) to obtain white powder.Final (5.7 g, yield 88percent).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Ethyl 1H-pyrazole-3-carboxylate, and friends who are interested can also refer to it.

Some common heterocyclic compound, 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, molecular formula is C6H8N2O2, 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. 5932-27-4

1H-pyrazole-3-carboxylic acid ethyl ester (13.0g, 93 mmol) was dissolved in dimethylformamide (200ml). Potassium carbonate (32g, 232 mmol) was added to the solution, followed by 4-chloro-2- (bromomethyl) phenyl phenylmethyl ether (29g, 93 mmol) and the reaction mixture stirred overnight at room temperature under argon. Water and ethyl acetate were added and the layers separated. The aqueous phase was re-extracted with ethyl acetate. The organic phases were combined and washed with water followed by brine. The extracts were dried (Na2SO4) and evaporated. The residue was purified by on a biotage (15-25percent ethyl acetate: hexane) to yield the title compounds. 1- ( {5-chloro-2- [ (phenylmethyl) oxy] phenyl} methyl)-1H-pyrazole-3-carboxylic acid ethyl ester: (13. 90g, 40percent). t = 3.40, no ion observed.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5932-27-4, its application will become more common.

Adding some certain compound to certain chemical reactions, such as: 5932-27-4, name is Ethyl 1H-pyrazole-3-carboxylate, 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 5932-27-4. 5932-27-4

Example 15, Step B[00153] To a solution of compound 15b (38.5 g, 275 mmol) in CH3CN (700 mL) was added iodine (69.8 g, 275 mmol) followed by eerie ammonium nitrate (150.7 g, 275 mmol). The reaction mixture was then stirred for 12 hours at r.t. Additional iodine (17.4 g) was added and stirring continued for 8 h, following which a cold solution of 5percent NaHSOawas added to the reaction mixture. The white precipitate was filtered through a celite pad and washed with water and EtOAc. The filtrate layers were separated, the aqueous phase extracted with EtOAc and the organic phases were washed with water, dried over MgS04, filtered and solvent evaporated in vacuo to afford compound 15c (38 g, 52percent) as a slightly yellow solid.

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 Ethyl 1H-pyrazole-3-carboxylate.