1060814-91-6 | Pyridine-derivatives

The origin of a common compound about 1060814-91-6

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, 1060814-91-6, Ethyl 2-(4-bromopyridin-2-yl)acetate.

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. 1060814-91-6, name is Ethyl 2-(4-bromopyridin-2-yl)acetate. A new synthetic method of this compound is introduced below., Formula: C9H10BrNO2

To a solution of compound 5-7 (2 g, 8.19 mmol, 1 eq) in dimethylformamide (20 mL) was added sodium hydride (819 mg, 20.48 mmol, 60% purity in mineral oil, 2.5 eq) at 0C and the mixture was stirred at 20C for 30 minutes. The mixture was cooled to 0C and then compound 5-8 (1.69 g, 9.01 mmol, 680.02 uL, 1.1 eq) was added. The mixture was stirred at 20C for 1 hour. TLC indicated the starting material was consumed completely and a new spot formed. The mixture was poured into water (20 mL) and extracted with ethyl acetate (20 mLx3). The combined organic phase was washed with brine (20 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford compound 5-9 (1 g, 3.11 mmol, 37.90% yield, 83.88% purity) as yellow oil. LCMS: RT = 0.722 min, purity: 83.88%, m/z 269.9, 271.9 [M+H]+.

Reference:
Patent; SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH; TRI-INSTITUTIONAL THERAPEUTICS DISCOVERY INSTITUTE, INC.; FUSHIMI, Makoto; SCALTRITI, Maurizio; HELLER, Daniel, Alan; MONTERRUBIO MARTINEZ, Carles; ARRUABARRENA ARISTORENA, Amaia; MEINKE, Peter, T.; FOLEY, Michael, Andrew; ASANO, Yasutomi; ASO, Kazuyoshi; TAKAHAGI, Hiroki; SHAMAY, Yosef; BASELGA TORRES, Jose, Manuel; SASAKI, Yusuke; MICHINO, Mayako; (271 pag.)WO2020/72892; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of Ethyl 2-(4-bromopyridin-2-yl)acetate

According to the analysis of related databases, 1060814-91-6, the application of this compound in the production field has become more and more popular.

Reference of 1060814-91-6, 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. 1060814-91-6, name is Ethyl 2-(4-bromopyridin-2-yl)acetate, molecular formula is C9H10BrNO2, The 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.

To a solution of ethyl 2-(4-bromo-2-pyridyl)acetate (1.20 g, 4.92 mmol) in THF (15 mL) and water (10 mL) was added LiOH (471 mg, 19.6 mmol). The mixture was stirred at 15 C for 16 hours. On completion, the reaction mixture was concentrated in vacuo to remove the THF. The residue was acidified with 1 M hydrochloric acid to adjust the pH 1H NMR (400MHz, DMSO-d6) delta = 12.56 (br. s., 1H), 8.39 (d, J = 5.2 Hz, 1H), 7.67 (d, J = 1.6 Hz, 1H), 7.57 (dd, J = 1.6, 5.2 Hz, 1H), 3.77 (s, 2H). Step 3 – Ethyl 2-[[2-(4-bromo-2-pyridyl)acetyl]amino]-2-methyl-propanoate

According to the analysis of related databases, 1060814-91-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RAZE THERAPEUTICS, INC.; MAINOLFI, Nello; (215 pag.)WO2018/106636; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 1060814-91-6

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. 1060814-91-6, Ethyl 2-(4-bromopyridin-2-yl)acetate, other downstream synthetic routes, hurry up and to see.

Electric Literature of 1060814-91-6 ,Some common heterocyclic compound, 1060814-91-6, molecular formula is C9H10BrNO2, 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 solution of ethyl 2-(4-bromopyridin-2-yl)acetate (1.72 g, 7.05 mmol) in THF (23.49 ml) was added dropwise LDA(4.05 ml, 8.10 mmol, 2M solution in THF) and the resulting mixture was stirred for 40 mm at-78C. Allyl bromide (0.610 ml, 7.05 mmol) was added dropwise, and the stirring was continuedat -78C for 2h and checked by LCMS (little desired product). The reaction mixture was slowly warmed to RT and stirred at RT for lhr (the reaction complete). The reaction was quenched by adding a saturated aqueous solution of NH4C1 (20 mL). The aqueous layer was extracted with Et20 (2 x 20 mL), the organic phases were combined, washed with HC1 (1 M, 20 mL), brine (20 mL), dried over MgSO4, filtered and concentrated under vacuum. The crude product was purified by flash column chromatography on silica gel (1/1 EtOAc/Hex) to give the titlecompound. LC/MS = 285.77 [M+lj

Reference:
Patent; MERCK SHARP & DOHME CORP.; ALI, Amjad; LIM, Yeon-Hee; XU, Jiayi; ZHOU, Wei; (123 pag.)WO2017/74833; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 1060814-91-6

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1060814-91-6, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 1060814-91-6, Ethyl 2-(4-bromopyridin-2-yl)acetate, 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, 1060814-91-6, blongs to pyridine-derivatives compound. Computed Properties of C9H10BrNO2

Step 2: 1 -(4-bromo-pyridin-2-yl)-cyclopropanecarboxylic acid ethyl ester; NaH (55% in mineral oil, 0.72 g) was added to a solution of (4-bromo-pyridin-2-yl)-acetic acid ethyl ester (1 .80 g) in N,N-dimethylformamide (20 mL) chilled in an ice bath. The resulting mixture was stirred for 10 min at room temperature and then cooled again in an ice bath. 1 ,2- Dibromoethane (0.70 mL) was added dropwise and the cooling bath was removed. The mixture was stirred at room temperature overnight. Brine was added and the resulting mixture was extracted with ethyl acetate. The combined extracts were washed with brine and dried (MgS04). The solvent was evaporated and the residue was chromatographed on silica gel (cyclohexane/ethyl acetate 95:5?1 :1 ) to give the title compound as an oil. Yield: 1 .28 g (64% of theory); Mass spectrum (ESI+): m/z = 270/272 (Br) [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,1060814-91-6, its application will become more common.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LEFTHERIS, Katerina; ZHUANG, Linghang; TICE, Colin, M.; SINGH, Suresh, B.; YE, Yuanjie; XU, Zhenrong; HIMMELSBACH, Frank; ECKHARDT, Matthias; WO2011/159760; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : Ethyl 2-(4-bromopyridin-2-yl)acetate

The synthetic route of 1060814-91-6 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 1060814-91-6, Ethyl 2-(4-bromopyridin-2-yl)acetate, 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, Formula: C9H10BrNO2, blongs to pyridine-derivatives compound. Formula: C9H10BrNO2

To a solution of compound 6-7 (2.5 g, 10.24 mmol, 1 eq) and compound 6-10 (2.6 g, 10.24 mmol, 1 eq) in dioxane (40 mL) was added potassium acetate (3.02 g, 30.73 mmol, 3 eq) and Pd(dppf)Cl2.CH2Cl2 (418 mg, 512.12 umol, 0.05 eq). The mixture was degassed under vacuum and purged with nitrogen for three times. The mixture was stirred at 85C for 2 hours under nitrogen atmosphere. TLC (petroleum ether: ether: ethyl acetate = 2:1) showed the starting material was consumed completely and a new spot was formed. The mixture was used directly without work up.

The synthetic route of 1060814-91-6 has been constantly updated, and we look forward to future research findings.

Share a compound : Ethyl 2-(4-bromopyridin-2-yl)acetate

The synthetic route of 1060814-91-6 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 1060814-91-6, Ethyl 2-(4-bromopyridin-2-yl)acetate, 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, Formula: C9H10BrNO2, blongs to pyridine-derivatives compound. Formula: C9H10BrNO2

The synthetic route of 1060814-91-6 has been constantly updated, and we look forward to future research findings.

Some tips on 1060814-91-6

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1060814-91-6, its application will become more common.

Related Products of 1060814-91-6 ,Some common heterocyclic compound, 1060814-91-6, molecular formula is C9H10BrNO2, 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.

[0567] Step 2: ethyl 2-(4-bromopyridin-2-yl)-2-methylpropanoate – To a stirred solution of ethyl 2-(4-bromopyridin-2-yl)acetate (0.5 g, 2.05 mmol, 1.0 eq) in D F (5 mL) at 0C under nitrogen atmosphere was added NaH (60%) (0.246 g, 6.10 mmol, 3 eq). The reaction mass was stirred at rt for 30 mins, then cooled to 0C followed by the addition of methyl iodide (1.486 g, 10.25 mmol, 5.0 eq) under nitrogen atmosphere and stirred at RT for 16h. The DMF was removed under reduced pressure, water (10 mL) was added and the product extracted into EtOAc (3×15 mL). The combined organic extracts were dried over anhydrous sodium sulfate and concentrated under reduced pressure to give a crude product which was purified by column chromatography to give ethyl 2-(4-bromopyridin-2-yl)-2-methylpropanoate (0.140g, 25%) as a pale yellow liquid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1060814-91-6, its application will become more common.

Reference:
Patent; CAPULUS THERAPEUTICS, LLC; GREEN, Michael John; HART, Barry Patrick; (341 pag.)WO2019/148125; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 1060814-91-6

With the rapid development of chemical substances, we look forward to future research findings about 1060814-91-6.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1060814-91-6, name is Ethyl 2-(4-bromopyridin-2-yl)acetate. This compound has unique chemical properties. The synthetic route is as follows. name: Ethyl 2-(4-bromopyridin-2-yl)acetate

To a solution of compound 2-7 (1.3 g, 5.33 mmol, 1 eq) in dimethylformamide (2 mL) was added sodium hydride (533 mg, 13.32 mmol, 60% purity in mineral oil, 2.5 eq) at 0C under nitrogen atmosphere. The mixture was stirred at 0C for 20 minutes and methyl iodide (3.78 g, 26.63 mmol, 1.66 mL, 5 eq) was added. The mixture was stirred at 20C for 10 minutes. TLC (petroleum ether: ethyl acetate = 5:1) indicated the starting material was consumed completely and a new spot was formed. The mixture was poured into water (10 mL) and 1N hydrochloric acid (4 mL). The mixture was adjusted to pH = 8 with sodium bicarbonate solid and extracted with ethyl acetate (20 mLx3). The combined organic phase was washed with brine (20 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to afford compound 2-21 (1.44 g, 4.90 mmol, 91.92% yield) as yellow oil. LCMS: RT = 1.408 min, purity: 92.52 %, m/z 271.9,273.9 [M+H]+.1H NMR (CDCl3, 400 MHz): d 8.38 (d, J = 7.2 Hz, 1H), 7.48 (d, J = 2.0 Hz, 1H), 7.34 (dd, J1 = 7.2 Hz, J2 = 2.4 Hz, 1H), 4.17 (q, J = 9.6 Hz, 2H), 1.61 (s, 6H), 1.21 (t, J = 9.2 Hz, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 1060814-91-6.