824-51-1 | Pyridine-derivatives

Analyzing the synthesis route of 824-51-1

According to the analysis of related databases, 824-51-1, the application of this compound in the production field has become more and more popular.

Application of 824-51-1, Adding some certain compound to certain chemical reactions, such as: 824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine,molecular formula is C8H8N2, 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 824-51-1.

To a solution of 6-methyl-1H-pyrrolo[2,3-b]pyridine (500 mg) in dichloroethane (6 mL) were added aluminumchloride (1.09 g) and acetyl chloride (0.40 mL), and then the mixture was stirred at room temperature for 1.5hours. The reaction solution was poured into aqueous saturated sodium hydrogen carbonate solution, andextracted with chloroform. The organic layer was washed with saturated saline, dried over magnesium sulfate,and then concentrated under reduced pressure. The resulting residue was triturated with isopropyl ether to give1-(6-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)ethanone [REx(8-1)] (481 mg) as a yellow powder.APCI-MS m/z: 175[M+H]+.

According to the analysis of related databases, 824-51-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; Shanghai Pharmaceuticals Holding Co., Ltd.; IIJIMA, Toru; SUGAMA, Hiroshi; KAWAGUCHI, Takayuki; SHEN, Jingkang; XIA, Guangxin; XIE, Jianshu; EP2687518; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 824-51-1

The synthetic route of 824-51-1 has been constantly updated, and we look forward to future research findings.

Application of 824-51-1 , The common heterocyclic compound, 824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H8N2, 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 6-methyl-1H-pyrrolo[2,3-b]pyri- dine (500 mg) in dichioroethane (6 mE) were added aluminum chloride (1.09 g) and acetyl chloride (0.40 mE), and then the mixture was stirred at room temperature for 1 .5 hours. The reaction solution was poured into aqueous saturated sodium hydrogen carbonate solution, and extracted with chloroform. The organic layer was washed with saturated saline, dried over magnesium sulfate, and then concentrated under reduced pressure. The resulting residue was triturated with isopropyl ether to give 1 -(6-methyl-1H-pyrrolo[2,3-b]pyri- din-3-yl)ethanone [REx(8-i)] (481 mg) as a yellow powder. APCI-MS mlz: 175 [M+H].

The synthetic route of 824-51-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Pharmaceuticals Holding CO., LTD.; MITSUBISHI TANABE PHARMA CORPORATION; Iijima, Toru; Takahashi, Yoichi; Hirai, Miki; Sugama, Hiroshi; Togashi, Yuko; Shen, Jingkang; Xia, Guangxin; Wan, Huixin; US2015/232459; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 6-Methyl-1H-pyrrolo[2,3-b]pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,824-51-1, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 824-51-1, 6-Methyl-1H-pyrrolo[2,3-b]pyridine, 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, 824-51-1, blongs to pyridine-derivatives compound. Recommanded Product: 6-Methyl-1H-pyrrolo[2,3-b]pyridine

A mixture of 5-bromoJ-inethyI-2-((2(trimethylsiiyi)ethoxy)methyi)-2H4ndazole(Intennectiate 13, 0.25 rnL, 0.76 rnmoi), 6-methyF-1Hpyrrolo2,3-b]pyridine (100mg, 076 rnrnoi), IPd(ll) cinnamy1)Cl]2 (24 mg, 0.045 mmol), BippyPhos (47 mg, 0091 mmol), and sodium tertbutoxide (105 mg, 1 06 mmoi) in I ,4-dioxane (5 mL) was heated in a microwave reactor at 180 C for 2.0 minutes. The reaction mixture was diluted with 1-120 and extracted with EtOAc (5 mL x 3). The organic layer was dried (Na2SO4) and concentrated in vaeuo. Purification FCC, Si02, 0:100 to20:80. EtOAc:Hex) afforded the title compound (251 rng, 85%). MS (ESI): mass calcd. for C22H28NOSi, 392.2; mz found, 393.2 [M+Hi.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,824-51-1, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BERRY, Cynthia G.B.; CHEN, Gang; JOURDAN, Fabrice Loic; LEBOLD, Terry Patrick; LIN, David Wei; PENA PINON, Miguel Angel; RAVULA, Suchitra; SAVALL, Bradley M.; SWANSON, Devin M.; WU, Dongpei; ZHANG, Wei; AMERIKS, Michael K.; (407 pag.)WO2016/176460; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 6-Methyl-1H-pyrrolo[2,3-b]pyridine

With the rapid development of chemical substances, we look forward to future research findings about 824-51-1.

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. 824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H8N2, 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. category: pyridine-derivatives

General procedure: 7-Azaindole derivatives (4.2 mmol) were added to a stirredsuspension of AlCl3 (21.0 mmol, 2.80 g) in DCM (40 mL) placed at icebath. After the mixture was stirred at room temperature for 0.5 h,acetyl chloride (21.0 mmol, 1.49 mL) was added dropwise and theresulting mixture was reacted for 12 h at room temperature. MeOH(20 mL) was added cautiously to quench the reaction, the solventswere removed under reduced vacuum. Then the residue was dissolvedin 40 mL water,1N NaOH (aq) was added to adjust the pH upto 5, and extracted with ethyl acetate (15mL 3). The combinedorganic phase was dried over anhydride sodium sulfate andconcentrated under reduced vacuum. The residue was further purifiedby column chromatography on silica gel using PE/EA as eluentto afford the corresponding acylated product

With the rapid development of chemical substances, we look forward to future research findings about 824-51-1.

Reference:
Article; Liu, Bin; Yuan, Xia; Xu, Bo; Zhang, Han; Li, Ridong; Wang, Xin; Ge, Zemei; Li, Runtao; European Journal of Medicinal Chemistry; vol. 170; (2019); p. 1 – 15;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 824-51-1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,824-51-1, 6-Methyl-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 824-51-1, 6-Methyl-1H-pyrrolo[2,3-b]pyridine, 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: C8H8N2, blongs to pyridine-derivatives compound. Formula: C8H8N2

PREPARATION 124 5-Bromo-2-(6-methyl-1 H-pyrrolo[2,3-b]pyridin-1 -yl)benzonitrile The title compound of Preparation 58 (0.05 g, 0.38 mmol) was dissolved in 1 ml dimethylformamide. Potassium carbonate (0.105 g, 0.76 mmol) and 5-bromo-2- fluorobenzonitrile (0.1 14 g, 0.57 mmol) were added and the reaction mixture was stirred at 150 C for 3h. The mixture was allowed to cool to room temperature and was partitioned between ethyl acetate and water. The organic layer was washed with water, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue was purified using the Isolera Purification System (ether-hexane gradient, 0: 100 rising to 100:0) to give 0.1 10 g (0.35 mmol, 93%) of the title compound as a yellow solid. Purity 99%. UPLC/MS (3 min) retention time 1 .84 min. LRMS: m/z 312 (M+1 ).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,824-51-1, 6-Methyl-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ALMIRALL, S.A.; VIDAL JUAN, Bernat; ALONSO DIEZ, Juan Antonio; BUIL ALBERO, Maria Antonia; EASTWOOD, Paul Robert; ESTEVE TRIAS, Cristina; LOZOYA TORIBIO, Maria Estrella; ROBERTS, Richard Spurring; VIDAL GISPERT, Laura; GONZALEZ RODRIGUEZ, Jacob; MIR CEPEDA, Marta; WO2013/10880; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 6-Methyl-1H-pyrrolo[2,3-b]pyridine

With the rapid development of chemical substances, we look forward to future research findings about 824-51-1.

Brief introduction of 824-51-1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,824-51-1, 6-Methyl-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 824-51-1, 6-Methyl-1H-pyrrolo[2,3-b]pyridine, 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: C8H8N2, blongs to pyridine-derivatives compound. Formula: C8H8N2

At the same time, in my other blogs, there are other synthetic methods of this type of compound,824-51-1, 6-Methyl-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

The origin of a common compound about 6-Methyl-1H-pyrrolo[2,3-b]pyridine

The chemical industry reduces the impact on the environment during synthesis 824-51-1, I believe this compound will play a more active role in future production and life.

Related Products of 824-51-1, 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.824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine, molecular formula is C8H8N2, molecular weight is 132.16, as common compound, the synthetic route is as follows.

PREPARATION 135 3-Bromo-6-methyl-1 H-pyrrolo[2,3-b]pyridine The title compound of Preparation 58 (6.0 g, 45.4 mmol) was dissolved in 400 ml tetrahydrofuran. /V-Bromosuccinimide (8.1 g, 45.5 mmol) was added portion-wise, followed by the addition of concentrated sulfuric acid until the solution became turbid. The mixture was stirred at room temperature for 2 d. The solvent was evaporated under reduced pressure and the residue was resuspended in 2 N hydrochloric acid. The aqueous was washed twice with ether and was then carefully neutralised to pH 7- 8 with 32% sodium hydroxide solution, forming a precipitate. The solid was collected by filtration and was dried in a vacuum oven at 45 C overnight to give 8.21 g (38.9 mmol, 86%) of the title compound. Purity 100%. 1 H N MR (400 MHz, CH LOROFORM-d) delta ppm 2.66 (s, 3 H), 7.05 (d, J=8.21 Hz, 1 H), 7.27 (s, 1 H), 7.80 (d, J=8.21 Hz, 1 H), 9.58 – 9.62 (m, 1 H). UPLC/MS (3 min) retention time 1 .53 min. LRMS: m/z 21 1 , 213 (M+1 ).

The chemical industry reduces the impact on the environment during synthesis 824-51-1, I believe this compound will play a more active role in future production and life.

New downstream synthetic route of 824-51-1

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,824-51-1, its application will become more common.

Related Products of 824-51-1, 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. 824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below.

(d) Step 4 6-Methyl-1H-pyrrolo[2,3-b]pyridine (0.066 g, 0.50 mmol) was successively added with acetic acid (0.2 mL), water (0.4 mL), and hexamethylenetetramine (0.098 g, 0.70 mmol), and then the mixture was stirred overnight at 120C in a sealed tube. The reaction mixture was added with water, and then the precipitated solid was collected by filtration to obtain 6-methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxaldehyde (0.054 g, 67%). 1H NMR (300 MHz, DMSO-d6) delta 2.55 (s, 3H), 7.16 (d, J = 8.1 Hz, 1H), 8.27 (d, J = 8.1 I Hz, 1H), 8.36 (s, 1H), 10.28 (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,824-51-1, its application will become more common.

Reference:
Patent; The University of Tokyo; Riken; NAGANO Tetsuo; OKABE Takayoshi; KOJIMA Hirotatsu; SAITO Nae; NAKANO Hirofumi; ABE Masanao; TANAKA Akiko; HONMA Teruki; YOKOYAMA Shigeyuki; TSUGANEZAWA Keiko; YUKI Hitomi; EP2565192; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 6-Methyl-1H-pyrrolo[2,3-b]pyridine

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 824-51-1, 6-Methyl-1H-pyrrolo[2,3-b]pyridine.

Reference of 824-51-1, 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 824-51-1, name is 6-Methyl-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

PREPARATION 131 1 -(2-((1 ,4-Dimethyl-1 H-pyrazol-5-yl)methyl)-4-fluorophenyl)-6-methyl-1 H- pyrrolo[2,3-b]pyridine The title compound of Preparation 58 (0.150 g, 1 .13 mmol), potassium phosphate (0.48 g, 2.27 mmol) and the title compound of Preparation 130 (0.337 g, 1 .19 mmol) were suspended in 3 ml 1 ,4-dioxane in a Schlenk vessel and the mixture was subjected to three vacuum-argon cycles. Copper(l) iodide (44 mg, 0.23 mmol) and trans-N1 ,N2-dimethylcyclohexane-1 ,2-diamine (0.072 ml, 0.46 mmol) were added and the mixture was submitted to three further vacuum-argon cycles. The reaction vessel was sealed and the mixture was stirred at 130 C for 72 h. Further copper(l) iodide (22 mg, 0.12 mmol) and trans-N1 ,N2-dimethylcyclohexane-1 ,2-diamine (0.036 ml, 0.23 mmol) were added and the kixture was stirred at 130 C for 48 h. The mixture was allowed to cool to room temperature, diluted with ethyl acetate and filtered through Celite. The filtrate was evaporated under reduced pressure and the residue was purified by reverse-phase chromatography using the Isolera Purification System to give 140 mg (0.42 mmol, 37%) of the title compound as an oil. Purity 98%. 1 H N MR (300 MHz, CHLOROFORM-d) delta ppm 7.88 (d, 1 H, J = 8.2 Hz), 7.28-7.33 (m, 2H), 7.16 (d, 1 H, J = 3.5 Hz), 7.01 -7.08 (m, 2H), 6.61 (d, 1 H, J = 3.5 Hz), 6.56 (dd, 1 H, J = 9.4, 2.9 Hz), 3.76 (br s, 2H), 3.58 (s, 3H), 2.58 (s, 3H), 1 .90 (s, 3H). UPLC/MS (3 min) retention time 1 .87 min. LRMS: m/z 335 (M+1 ).