Tag: M.W:200-300

Related Products of 819069-57-3, Adding some certain compound to certain chemical reactions, such as: 819069-57-3, name is 3-Bromo-6-methoxy-2,4-dimethylpyridine,molecular formula is C8H10BrNO, 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 819069-57-3.

Preparation Example 24 Synthesis of (6-methoxy-2,4-dimethylpyridin-3-yl)boronic acid 3-bromo-6-methoxy-2,4-dimethylpyridine (150 mg) was added to THF (3 mL). The solution was cooled to -78 C., and n-butyllithium (1.63 M solution in n-hexane, 0.468 mL) was added, followed by stirring at the same temperature for 30 minutes. Trimethyl borate (0.108 mL) was added to the reaction mixture, and the mixture was stirred at -78 C. for 10 minutes and at room temperature for 50 minutes. A saturated aqueous ammonium chloride solution was added to the reaction mixture, and the reaction mixture was concentrated under reduced pressure. THF was distilled off. The resulting residue was filtered. The solid collected by filtration was washed with water and n-heptane to give the title compound (41 mg). 1H-NMR (400 MHz, CDCl3) delta (ppm): 2.31 (s, 3H), 2.48 (s, 3H), 3.89 (s, 3H), 4.77 (brs, 2H), 6.35 (s, 1H).

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. 819069-57-3, 3-Bromo-6-methoxy-2,4-dimethylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; Norimine, Yoshihiko; Takeda, Kunitoshi; Hagiwara, Koji; Suzuki, Yuichi; Ishihara, Yuki; Sato, Nobuaki; US2013/143907; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 132330-98-4, 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 132330-98-4, name is 3-(Benzyloxy)-2-bromopyridine. This compound has unique chemical properties. The synthetic route is as follows.

TFA (30 mL) was placed in the round-bottom flask equipped with a magneticstirred, and the reaction mixture was cooled to 0 C under Ar. Then, tert-butyl(mesitylsulfonyl)oxycarbamate (6.34 g, 20.00 mmol) was added portionwise over 5 mm, and the reaction mixture was stirred at 0 C for 1 h under Ar. Afterwards, the reaction mixture was quenched with ice water (100 mL), producing white solid. The reaction mixture was diluted with cold water (150 mL), the solid was filtered off, and was washedwith cold water until pH7.0. The obtained solid was dissolved in DCM (75.0 mL), and was stirred with Na2SO4 at 0 C for 15 mm to remove water. Afterwards, Na2SO4 was removed by filtration, and the DCM solution was added to a cooled (ice bath) solution of 3-(benzyloxy)-2-bromopyridine (4.41 g, 16.1 mmol) in DCM (25 mL). The reaction mixture was stirred at 0 C for 2 h. Then, ice bath was removed, and the reaction mixturewas allowed to reach rt and was stirred at this temperature for 1 h. Solvent was removed under reduced pressure, the residue was dissolved in DMF (100 mL), then methyl propiolate (2.86 mL, 32.1 mmol) and K2C03 (6.66 g, 48.2 mmol) were added sequentially. The obtained suspension was stirred at rt for 16 h. The reaction mixture was diluted with EtOAc (500 mL), washed with water (3×250 mL), brine (1×250 mL), dried(Na2504) and filtered. The residue was purified by flash chromatography to give Intermediate 47 (0.88 g, 15% yield) as an off-white solid. MS(ESI) m/z: 260.8 (M+H)?H NMR (300MHz, CDC13) oe ppm 8.45 (s, 1H), 8.15 (d, J=9.6 Hz, 1H), 7.48-7.16 (m, 6H), 5.24 (s, 2H), 3.91 (s, 3H).

According to the analysis of related databases, 132330-98-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LADZIATA, Vladimir; GLUNZ, Peter W.; HU, Zilun; WANG, Yufeng; (0 pag.)WO2016/10950; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 102830-75-1, name is 3-Bromo-5-chloro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 3-Bromo-5-chloro-2-methoxypyridine

When the above procedure was repeated using 3-bromo-5-chloro-2-methoxypyridine, the product obtained was 5-chloro-2-methoxypyridine-3-carboxaldehyde melting at about 93-96 C.

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, 102830-75-1, 3-Bromo-5-chloro-2-methoxypyridine.

Reference:
Patent; Merrell Dow Pharmaceuticals Inc.; US4588733; (1986); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 754131-60-7, 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. 754131-60-7, name is 3-Bromo-2-(bromomethyl)pyridine. A new synthetic method of this compound is introduced below.

A solution of tert-butyl4-hydroxypiperidin-1-carboxylate (9.63 g) in THF (100 ml)was cooled to 0C, 60% sodium hydride (3.19 g) was added, and the mixture wasstirred for 20 min. To the reaction mixture was added a solution of3-bromo-2-(bromomethyl)pyridine (10.00 g) in THF (100 ml), and the mixture wasstirred at room temperature under an argon atmosphere overnight. To the mixture wasadded water at 0C, and the mixture was extracted with ethyl acetate. The organic layerwas washed with water and saturated brine, dried over anhydrous magnesium sulfate,and the solvent was evaporated under reduced pressure. The residue was purified bysilica gel chromatography (ethyl acetate/hexane) to give the title compound (13.12 g).MS, found: 371.1,373.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,754131-60-7, its application will become more common.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; FUJIMOTO Tatsuhiko; RIKIMARU Kentaro; FUKUDA Koichiro; SUGIMOTO Hiromichi; MATSUMOTO Takahiro; TOKUNAGA Norihito; HIROZANE Mariko; (166 pag.)WO2017/135306; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 886365-43-1, name is 5-Bromo-3-methylpicolinic acid. A new synthetic method of this compound is introduced below., Product Details of 886365-43-1

5-Cyano-3-methyl-pyridine-2-carboxylic acid The title compound was prepared by an analogous procedure to Acid-1 starting with 5-bromo-3-methyl-pyridine-2-carboxylic acid instead of the deuterated derivative [Acid-1 step a)]. Rf (hexanes/EtOAc 6:1)=0.28 1H-NMR (360 MHz, CDCl3): 8.09 (dd, 1H), 7.79 (ddd, 1H), 7.17 (t, 1H), 6.44 (t, J=45 Hz, 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, 886365-43-1, 5-Bromo-3-methylpicolinic acid.

Reference:
Patent; Novartis AG; US8338413; (2012); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 845306-08-3, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.845306-08-3, name is tert-Butyl 5-bromopicolinate, molecular formula is C10H12BrNO2, molecular weight is 258.11, as common compound, the synthetic route is as follows.

A 20 mL sealed tube was charged with tris(dibenzylideneacetone)dipalladium(0) (0.049 g, 0.053 mmol), tri-teri-butylphosphonium tetrafluoroborate (Strem, 0.037 g, 0.127 mmol), tert- butyl 5-bromopicolinate (Combi-Blocks, 0.456 g, 1.767 mmol), and N,N-dimethylformamide (8.8 mL). The tube was purged with a nitrogen stream for 2 minutes, sealed and stirred at ambient temperature. 2-cyanoethylzinc bromide (0.5 M in tetrahydrofuran, 4.77 mL) was added dropwise over 2 minutes via a cannula needle. The reaction mixture was stirred at ambient temperature for 6 hours and then at 75 C for 18 hours. The reaction was cooled to ambient temperature and quenched with water (0.5 mL), and the resulting mixture was concentrated under reduced pressure briefly to remove most of the tetrahydrofuran solvent. The resulting solution was filtered through a glass microfiber frit and directly purified by reverse -phase flash chromatography [150 g Redisep Gold C18 column, flow rate 110 mL/minute, 5-100% gradient of acetonitrile in buffer (0.1 % trifluoroacetic acid)] to give the title compound (0.15 g, 0.65 mmol, 37% yield). MS (ESI+) m/z 233 (M+H)+.

Statistics shows that 845306-08-3 is playing an increasingly important role. we look forward to future research findings about tert-Butyl 5-bromopicolinate.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; FROST, Jennifer, M.; PLIUSHCHEV, Marina, A.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; SWEIS, Ramzi, Farah; DART, Michael, J.; RANDOLPH, John, T.; MURAUSKI, Kathleen; (674 pag.)WO2019/90076; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 882521-63-3, 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. 882521-63-3, name is 7-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine. A new synthetic method of this compound is introduced below.

General procedure: To a microwave tube was added [1,2,4]triazolo[1,5-a]pyridin-2-amine 13 (1 equiv), K2CO3 (2.0 equiv), Pd(PPh3)4 (0.056 equiv), and the corresponding boronic acid (1.5 equiv). 5 mL of EtOH:H2O (1:1) was used as solvent, and the microwave conditions employed were 150 C for 30 min. After solvent evaporation, the product was purified by flash chromatography on silica gel using as eluent a gradient of EtOAC (0 – 100%) in n-hexane or MeOH (0 – 10%) in DCM to afford the desired compound 16 (adapted from 4).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,882521-63-3, 7-Bromo-[1,2,4]triazolo[1,5-a]pyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Article; Ribeiro, Carlos J.A.; Kankanala, Jayakanth; Xie, Jiashu; Williams, Jessica; Aihara, Hideki; Wang, Zhengqiang; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 257 – 261;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 799293-83-7, 3-Bromothieno[3,2-c]pyridin-4(5H)-one, 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, Safety of 3-Bromothieno[3,2-c]pyridin-4(5H)-one, blongs to pyridine-derivatives compound. Safety of 3-Bromothieno[3,2-c]pyridin-4(5H)-one

Step-1: (0216) (0217) Preparation of 3-(4-chloro-3-(trifluoromethyl)phenyl)thieno[3,2-c]pyridin-4(5H)-one: (0218) [00115] To a solution of 3-bromothieno[3,2-c]pyridin-4(5H)-one (0.55 g, 2.17 mmol) and (4-chloro-3-(trifluoromethyl)phenyl)boronic acid (0.73 g, 3.25 mmol) in 1,4-dioxane:water mixture (20 mL, 4:1), potassium carbonate (0.9 g, 6.51 mmol) was added. The reaction mixture was purged with argon for 15 minutes and PdCl2(PPh3)2 (0.15 g, 0.21 mmol) was added. Then the reaction mixture was stirred at 100 C for 18 h. The reaction mixture was diluted with water (50 mL) and extracted with ethyl acetate (3 x 100 mL). The combined organic layer was dried over anhydrous sodium sulphate, filtered and concentrated. The crude product was purified by silica gel column chromatography using 30% ethyl acetate in hexane to afford the title compound 3-(4-chloro-3-(trifluoromethyl)phenyl)thieno[3,2-c]pyridin-4(5H)- one (0.74 g, 94% yield) as off-white solid. Calculated (M+H): 330; Found (M+H): 330.0.

The synthetic route of 799293-83-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LUC THERAPEUTICS; ANDERSON, David, R.; VOLKMANN, Robert, A.; MENNITE, Frank, S.; FANGER, Christopher; (390 pag.)WO2017/100591; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.96568-04-6, name is Ethyl 3-(2,6-Dichloro-5-fluoro-3-pyridyl)-3-oxopropionate, molecular formula is C10H8Cl2FNO3, molecular weight is 280.08, as common compound, the synthetic route is as follows.Safety of Ethyl 3-(2,6-Dichloro-5-fluoro-3-pyridyl)-3-oxopropionate

Ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate (19.5 g, 69.6 mmol) and triethyl orthoformate (23.1 ml, 140 mmol) were initially charged in acetic anhydride (46 ml, 490 mmol) and the mixture was stirred at 140 C. overnight. The reaction mixture was then concentrated under reduced pressure and reacted further in the subsequent steps without further work-up. Quantitative conversion was assumed. LC-MS (Method 1): Rt=1.00 min; MS (ESIpos): m/z=336 [M+H]+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,96568-04-6, Ethyl 3-(2,6-Dichloro-5-fluoro-3-pyridyl)-3-oxopropionate, and friends who are interested can also refer to it.

Reference:
Patent; Bayer Aktiengesellschaft; Bayer Pharma Aktiengesellschaft; TELLER, Henrik; VAKALOPOULOS, Alexandros; BOULTADAKIS ARAPINIS, Melissa; STRAUB, Alexander; TINEL, Hanna; BRECHMANN, Markus; WITTWER, Matthias Beat; KULLMANN, Maximilian Andreas; FREUDENBERGER, Till; MONDRITZKI, Thomas; MARQUARDT, Tobias; (165 pag.)US2019/263805; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 800401-67-6, 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. 800401-67-6, name is Ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate, molecular formula is C10H9ClN2O2, 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.

Route A: To a solution of 5-chloro-lH-pyrrolo [2,3-c] pyridine-2-carboxylic acid ethyl ester (Preparation 17,1. 78g, 7. 9MMOL) in ethanol (70mL) was added sodium hydroxide solution (5.2mL, 2M, 10. 3MMOL) and the mixture heated under reflux for 2h. The solvent was removed in vacuo and the solid dissolved in water (150ML) and acidified to pH 4 with acetic acid to give the title compound as a brown solid that was isolated by filtration. ON (CD30D): 7.13 (1H, s), 7.68 (1H, s), 8. 58 (1H, s); M/Z (ES+) =197 [M+H] +

According to the analysis of related databases, 800401-67-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2004/104001; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem