Category: 14521-80-3

Synthetic Route of 14521-80-3, A common heterocyclic compound, 14521-80-3, name is 3-Bromo-1H-pyrazole, molecular formula is C3H3BrN2, 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.

Step 2. tert-butyl 4-(3-bromo-lH-pyrazol-l-yl)piperidine-l-carboxylate (Intermediate 17) and tert-butyl 4-(5-bromo-lH-pyrazol-l-yl)piperidine-l-carboxylate (Intermediate 18) [0258] A mixture of tert-butyl 4-(methylsulfonyloxy)piperidine-l -carboxylate (0.837 g, 3.00 mmol), 3-bromo-lH-pyrazole (0.441 g, 3.02 mmol), and cesium carbonate (2.94 g, 9.02 mmol) in DMF (10 mL) stirred for 5 h at 100 C. The reaction mixture was cooled to room temperature and poured ethyl acetate (50 mL). The mixture was washed with water (3 x 10 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The residue purified via column chromatography on silica gel (eluting with 10% dichloromethane/methanol to afford tert-butyl 4-(3- bromo-lH-pyrazol-l-yl)piperidine-l -carboxylate (0.25 g, 25%) as a white solid. MS (ESI, pos. ion) m/z 330,332 [M+H]+. [0259] tert-butyl 4-(5-bromo-lH-pyrazol-l-yl)piperidine-l -carboxylate (0.150 g, 15%) was also obtained as a white solid. MS (ESI, pos. ion) m/z 330,332 [M+H]+.

The synthetic route of 14521-80-3 has been constantly updated, and we look forward to future research findings.

The chemical industry reduces the impact on the environment during synthesis 14521-80-3, name is 3-Bromo-1H-pyrazole, I believe this compound will play a more active role in future production and life. 14521-80-3

Step 1: 1-(2-(4-bromo-1H-pyrazol-1-yl)ethyl)pyrrolidin-2-one (162) To a solution of 3-bromopyrazole (5 g, 34 mmol), 1-(2-hydroxyethyl)pyrrolidin-2-one (5.75 g, 51 mmol), PPh3 (13.38 g, 51 mmol) in THF (100 mL) was added DEAD (8.89 g, 51 mmol) and the reaction mixture was stirred at RT overnight. The mixture was concentrated, co-evaporated with Et2O then dissolved in Et2O and cooled in a fridge for 3 hrs whereupon Ph3P=O precipitated out. The mixture was then filtered and concentrated to afford title compound 162 (8.78 g, 100% yield) which was used in the next step with no additional purification. MS (m/z) 259.12/261.12 (M+H).

The chemical industry reduces the impact on the environment during synthesis 14521-80-3. I believe this compound will play a more active role in future production and life.

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 14521-80-3 as follows. 14521-80-3

Production Example 60A mixture of 0.28 g of 2-(3-fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole, 0.19 g of 3-bromopyrazole, 0.55 g of potassium carbonate and 2 ml of DMF was stirred while heating at 50C for 1.5 hours. Then, the reaction mixture was cooled to room temperature. Water was added to the reaction mixture, followed by extraction with ethyl acetate twice. The combined organic layers were washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.31 g of 2-[3-(3- bromopyrazole-l-yl)pyridin-4-yl]-5-(trifluoromethyl)benzoxazole (hereinafter, referred to as “active compound 59”).Active compound 591H-NMR (CDC13) 6: 8.92 (s, IH), 8.89 (d, J=5.1 Hz, IH), 8.16 (d, J=5.1 Hz, IH), 8.08-8.07 (m, IH), 7.69 (dd, J=8.8, 1.2 Hz, IH), 7.66 (d, J=2.4 Hz, IH), 7.59 (d, J=8.8 Hz, IH), 6.57 (d, J=2.4 Hz, IH)

According to the analysis of related databases, 14521-80-3, the application of this compound in the production field has become more and more popular.

14521-80-3, 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. 14521-80-3 name is 3-Bromo-1H-pyrazole, 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.

Step 1: To 3-bromopyrazole (1.0 g, 6.81 mmol) under ice bathSodium hydrogen (545 mg, 13 ¡¤ 6 mmol, 60%) was added in portions to a solution of tetrahydrofuran (15 mL).And stirring at this temperature for 0.5 hours, followed by dropwise addition of 2-(trimethylsilyl)ethoxymethyl chloride (1.36 g, 8.16 mmol).Stir at room temperature overnight. The reaction was quenched by the addition of water (10 mL).The organic phase was dried over anhydrous sodium sulfate and concentrated.The residue was flash chromatographed (petroleum ether / ethyl acetate = 1/1)Purification afforded 3-bromo-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole (1.2 g, yield: 64%) it is a yellow oil.

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

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. 14521-80-3, name is 3-Bromo-1H-pyrazole, A new synthetic method of this compound is introduced below., 14521-80-3

Step C: Preparation of2-(3-Bromo-1 H-pyrazol- 1 -yl)-3-chloropyridineTo a mixture of 2,3-dichloropyridine (27.4 g, 185 mmol) and 3-bromopyrazole (i.e. the product of Step B) (25.4 g, 176 mmol) in dry N,N-dimethylformamide (88 mE) was added potassium carbonate (48.6 g, 352 mmol), and the reaction mixture was heated to 125 C. for 18 hours. The reaction mixture was cooled to room temperature and poured into ice water (800 mE). A precipitate formed. The precipitated solids were stirred for 1.5 hrs, filtered and washed with water(2×100 mE). The solid filter cake was taken up in methylene chloride and washed sequentially with water, iN hydrochlonc acid, saturated aqueous sodium bicarbonate solution, and brine. The organic extracts were then dried over magnesium sulfate and concentrated to afford 39.9 g of a pink solid. Thecrude solid was suspended in hexane and stirred vigorously for 1 hr. The solids were filtered, washed with hexane and dried to afford the title product as an off-white powder (30.4 g) determined to be >94% pure by NMR. This material was used without thrther purification in Step D.?H NMR (CDC13) oe 6.52 (s, 1H), 7.30 (dd, 1H), 7.92 (d, 1H), 8.05 (s, 1H), 8.43 (d, 1H).

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.

14521-80-3, 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. 14521-80-3, name is 3-Bromo-1H-pyrazole, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 3-bromo-1H-pyrazole obtained in Step C of Example 6 (600 mg) in N,N-dimethylformamide (40 mL) was added potassium tert-butoxide tetrahydrofuran solution (1 M, 6.12 mL) at room temperature, and the mixture was stirred for 10 min. To the reaction mixture was added 1-chloro-2-(methylsulfonyl)ethane obtained in Step A (873 mg) at room temperature, and the mixture was stirred for 2 hr. To the reaction mixture was added ethyl acetate, and the mixture was washed with water and saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (730 mg). 1H NMR (400 MHz, CDCl3) delta 2.57 (3H, s), 3.63 (2H, t, J = 6.2 Hz), 4.58 (2H, t, J = 6.2 Hz), 6.30 (1H, d, J = 2.0 Hz), 7.43 (1H, d, J = 2.0 Hz)

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.

14521-80-3, 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. 14521-80-3, name is 3-Bromo-1H-pyrazole, A new synthetic method of this compound is introduced below.

Production Example 1; (1) A mixture of 10.7 g of 3-bromo-1H-pyrazole, 11.8 g of 2,3-dichloropyridine, 57.3 g of cesium carbonate and 80 mL of N,N-dimethylformamide was stirred at 100C for 8 hours. After cooling to room temperature and adding water, the reaction mixture was extracted twice with methyl tert-butyl ether. The organic layers were combined, washed sequentially with water and a saturated sodium chloride solution, dried over magnesium sulfate, and concentrated under reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 12.9 g of 2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine. 2-(3-bromo-1H-pyrazol-1-yl)-3-chloropyridine 1H-NMR (CDCl3, TMS) delta (ppm): 6.51 (1H, d, J=2Hz), 7.31 (1H, dd, J=8Hz, 4hz), 7.91 (1H, dd, J=8Hz, 1Hz), 8.04 (1H, d, J=2Hz), 8.45 (1H, dd, J=4Hz, 1Hz)

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.

14521-80-3, A common heterocyclic compound, 14521-80-3, name is 3-Bromo-1H-pyrazole, molecular formula is C3H3BrN2, 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 compound 246.la (4g, 15.9mmol, 1.Oeq) and compound 1.2 (3.69g, 17.5mmol, 1.leq) in tetrahydrofuran (32mL), sodium carbonate (4.3g, 31.8mmol, 2.Oeq) was added. Reaction mixture was degassed for 5 mm. Then, [1,1?- Bis(diphenylphosphino)ferrocene]dichloropalladium(II) (1.16g, 1.59mmol, 0.leq) was added and again degassed for 5 mm. Reaction mixture was stirred at 120 C for 4h. After completion of the reaction, the reaction mixture was transferred to water and extracted with ethyl acetate. Organic layers were combined, dried over anhydrous Na2SO4, filtered and concentrated in vacuo to get the crude material. This was purified by column chromatography using 13% ethyl acetate in hexane as eluant to obtain 287.1 (2.Og, 15.49%). MS(ES): m/z 238.46 [M+H]t

The synthetic route of 14521-80-3 has been constantly updated, and we look forward to future research findings.

14521-80-3, A common compound: 14521-80-3, name is 3-Bromo-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.

A mixture of 0.28 g of 2-(3-fluoropyridin-4-yl)-5-(trifluoromethyl)benzoxazole, 0.19 g of 3-bromopyrazole, 0.55 g of potassium carbonate and 2 ml of DMF was stirred while heating at 50C for 1.5 hours. Then, the reaction mixture was cooled to room temperature. Water was added to the reaction mixture, followed by extraction with ethyl acetate twice. The combined organic layers were washed with a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.31 g of 2-[3-(3- bromopyrazole-l-yl)pyridin-4-yl]-5-(trifluoromethyl)benzoxazole (hereinafter, referred to as “active compound 59”).Active compound 59-NMR (CDC13) delta: 8.92 (s, IH), 8.89 (d, J=5.1 Hz, IH), 8.16 (d, J=5.1 Hz, IH), 8.08-8.07 (m, IH), 7.69 (dd, J=8.8, 1.2 Hz, IH), 7.66 (d, J=2.4 Hz, IH), 7.59 (d, J=8.8 Hz, IH), 6.57 (d, J=2.4 Hz, IH)

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

14521-80-3, Adding some certain compound to certain chemical reactions, such as: 14521-80-3, name is 3-Bromo-1H-pyrazole, 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 14521-80-3.

General procedure: To a solution of pyrazole 1-5 (1 equiv.) and triethylamine (1.5 equiv.) in dichloromethane (for 0.05mol of pyrazole – 50 mL of dichloromethane were user) Di-tert-butyl dicarbonate (1.2 equiv) wereadded at room temperature and left to stir overnight. Dichloromethane was washed with saturatedNaHCO3 solution (1¡Á25 mL – for 50 mL of dichloromethane) then with deionized H2O (1 ¡Á 25mL). Organic layer was dried with anhydrous Na2SO4, and evaporated under reduced pressure.

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 14521-80-3.