Category: 824-52-2

Related Products of 824-52-2, 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 824-52-2 as follows.

In a vial, 5-methyl-1H-[2,3-b]pyridine (126, 1 equivalent) is combined with (5-formyl-3-methoxy-pyridin-2-yl)-(4-methoxy-benzyl)-carbamic acid tert-butyl ester (55, 1.1 equivalents), 5 mL of methanol, and potassium hydroxide (3 equivalents). The reaction is stirred at room temperature overnight, then aqueous 1N hydrochloric acid is added and the mixture is extracted with ethyl acetate. The organic layer is washed with water, brine, then dried over magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material is purified by silica gel column chromatography eluting with methanol and dichloromethane. Appropriate fractions are combined and concentrated under vacuum to provide the desired compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,824-52-2, its application will become more common.

Reference:
Patent; Plexxikon Inc.; Zhang, Jiazhong; Ibrahim, Prabha N.; Bremer, Ryan; Spevak, Wayne; Cho, Hanna; US9096593; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 824-52-2, 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 824-52-2 as follows.

In a vial, 5-methyl-1H-[2,3-b]pyridine (126, 1 equivalent) is combined with (5-formyl-3-methoxy-pyridin-2-yl)-(4-methoxy-benzyl)-carbamic acid tert-butyl ester (55, 1.1 equivalents), 5 mL of methanol, and potassium hydroxide (3 equivalents). The reaction is stirred at room temperature overnight, then aqueous 1N hydrochloric acid is added and the mixture is extracted with ethyl acetate. The organic layer is washed with water, brine, then dried over magnesium sulfate, filtered and the filtrate concentrated under vacuum. The resulting material is purified by silica gel column chromatography eluting with methanol and dichloromethane. Appropriate fractions are combined and concentrated under vacuum to provide the desired compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,824-52-2, its application will become more common.

Reference:
Patent; Plexxikon Inc.; Zhang, Jiazhong; Ibrahim, Prabha N.; Bremer, Ryan; Spevak, Wayne; Cho, Hanna; US9096593; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 824-52-2, 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.824-52-2, name is 5-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.

Reference Example 2041,3-dimethyl-5-(5-methyl-1H-pyrrolo[2,3-b]pyridin-1-yl)-1H-pyrazole-4-carbaldehydeTo a solution of 5-methyl-1H-pyrrolo[2,3-b]pyridine (1.70 g) in N,N-dimethylformamide (30 mL), which was cooled at 0 C. in an ice bath, was added 60% sodium hydride (in oil, 561 mg) with stirring, and the mixture was stirred at 0 C. for 30 min. 5-Chloro-1,3-dimethyl-1H-pyrazole-4-carbaldehyde (1.85 g) was added to this reaction mixture at 0 C., and the reaction mixture was stirred at 80 C. for 6 hr. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and filtrated. The filtrate was concentrated, and the residue was subjected to silica gel column chromatography (hexane-ethyl acetate 70:30, v/v), and crystallized from hexane-ethyl acetate to give the title compound (1.42 g, yield 48%) as colorless crystals.1H-NMR (300 MHz, CDCl3) delta:2.46 (s, 3H), 2.54 (s, 3H), 3.68 (s, 3H), 6.69 (d, J=3.6 Hz, 1H), 7.25-7.29 (m, 1H), 7.80-7.83 (m, 1H), 8.19 (d, J=2.1 Hz, 1H), 9.57 (s, 1H).

The chemical industry reduces the impact on the environment during synthesis 824-52-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Tawaraishi, Taisuke; Imoto, Hiroshi; Cho, Nobuo; US2008/194617; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 824-52-2, 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 824-52-2, name is 5-Methyl-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

b) 5-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde can be prepared as follows: Add 1.6 g of 1,3,5,7-tetraazatricyclo[3.3.1.1~3,7~]decane to a suspension of 1 g of 5-methyl-1H-pyrrolo[2,3-b]pyridine in a mixture of 10 cm3 of water and 5 cm3 of acid acetic. Reflux the mixture under argon for four hours and thirty minutes, then add 30 cm3 of water to the hot mixture and leave to return to room temperature while stirring overnight. Then extract the mixture with three times 50 cm3 of ethyl acetate. Then combine the organic phases and wash with 3 times 50 cm3 of water, dry over magnesium sulphate and concentrate to dryness at reduced pressure to obtain 610 mg of a mixture containing 65% (by NMR) of 5-methyl-1H-pyrrolo[2,3-b]pyridine-3-carbaldehyde in the form of a yellow powder, for which the characteristics of the main product are as follows:

According to the analysis of related databases, 824-52-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; sanofi-aventis; US2009/253679; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 824-52-2, 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. 824-52-2, name is 5-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.

Example 36: Synthesis of 5-chloro-2-[5-fluoro-2-methoxy-4-(5-methyl-lH-pyrrolo[2,3- b]pyridin-3-ylmethyl)-phenoxymethyl]-lH-benzoimidazole P-2184[0272] 5-Chloro-2-[5-fluoro-2-methoxy-4-(5-methyl-lH-pyrrolo[2,3-b]pyridin-3-ylmethyl)- phenoxymethyl]-lH-benzoimidazole P-2184 was synthesized in 2 steps from 4-(l H-Benzoimidazol- 2-ylmethoxy)-2-fluoro-5-methoxy-benzaldehyde 227 as shown in Scheme 60.Scheme 60Step 1 – Preparation of[4-(5-chloro-lH-benzoimidazol-2-ylmethoxy)-2-fluoro-5-methupsilonxy-phenyl]-(5- methyl-lH~pyrrolo[2,3-b]pyridin~3-yl)-meiotahanol (228a) and 5-chloro-2-{5-betauoro-2-methoxy-4- [methoxy-(5-methyl-lH-pyrrupsilonlupsilon[2,3-b]pyridin-3-yl)-methyl]-phenoxymethyl}-lH-benzoimidazole (228b):[0273] 5-Methyl-lH-pyrrolo[2,3-b]pyridine (13) was combined with methanol and potassium hydroxide. After the mixture was stirred for 45 minutes 4-(5-chloro-lH-benzoimidazol-2-ylmethoxy)- 2-fluoro-5-methoxy-benzaldehyde (227, per step 1 of Example 33 substituting 2-chloromethyl-lH- benzoimidazole-5-sulfonic acid dimethylamide 217 with 5-chloro-2-chloromethyl-lH- benzoimidazole) was added and the reaction was stirred at room temperature overnight. The solvent was removed under reduced pressure. Ethyl acetate was added and washed with sodium bicarbonate saturated solution and brine, dried over anhydrous sodium sulfate and concentrated. Purification with silica gel chromatography, eluting with a gradient of ethyl acetate (10-100%) in hexanes, gave the desired compounds 228a and 228b as a mixture.

According to the analysis of related databases, 824-52-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PLEXXIKON, INC.; WO2008/80001; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 824-52-2, 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. 824-52-2, name is 5-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.

Example 36: Synthesis of 5-chloro-2-[5-fluoro-2-methoxy-4-(5-methyl-lH-pyrrolo[2,3- b]pyridin-3-ylmethyl)-phenoxymethyl]-lH-benzoimidazole P-2184[0272] 5-Chloro-2-[5-fluoro-2-methoxy-4-(5-methyl-lH-pyrrolo[2,3-b]pyridin-3-ylmethyl)- phenoxymethyl]-lH-benzoimidazole P-2184 was synthesized in 2 steps from 4-(l H-Benzoimidazol- 2-ylmethoxy)-2-fluoro-5-methoxy-benzaldehyde 227 as shown in Scheme 60.Scheme 60Step 1 – Preparation of[4-(5-chloro-lH-benzoimidazol-2-ylmethoxy)-2-fluoro-5-methupsilonxy-phenyl]-(5- methyl-lH~pyrrolo[2,3-b]pyridin~3-yl)-meiotahanol (228a) and 5-chloro-2-{5-betauoro-2-methoxy-4- [methoxy-(5-methyl-lH-pyrrupsilonlupsilon[2,3-b]pyridin-3-yl)-methyl]-phenoxymethyl}-lH-benzoimidazole (228b):[0273] 5-Methyl-lH-pyrrolo[2,3-b]pyridine (13) was combined with methanol and potassium hydroxide. After the mixture was stirred for 45 minutes 4-(5-chloro-lH-benzoimidazol-2-ylmethoxy)- 2-fluoro-5-methoxy-benzaldehyde (227, per step 1 of Example 33 substituting 2-chloromethyl-lH- benzoimidazole-5-sulfonic acid dimethylamide 217 with 5-chloro-2-chloromethyl-lH- benzoimidazole) was added and the reaction was stirred at room temperature overnight. The solvent was removed under reduced pressure. Ethyl acetate was added and washed with sodium bicarbonate saturated solution and brine, dried over anhydrous sodium sulfate and concentrated. Purification with silica gel chromatography, eluting with a gradient of ethyl acetate (10-100%) in hexanes, gave the desired compounds 228a and 228b as a mixture.

According to the analysis of related databases, 824-52-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PLEXXIKON, INC.; WO2008/80001; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 824-52-2, Adding some certain compound to certain chemical reactions, such as: 824-52-2, name is 5-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 824-52-2.

Example 22; 5-methyl-1-f4-f1-f6-methylpyridin-3-vh-4-fpyridin-2-ylV1H-imidazol-2-yl^phenyl>-1H- Dyrrolof 2.3-blPVridine; A mixture of 2-(2-(4-iodopheny1)-1-(6-methylpyridin-3-yi)-1H-imidazol-4-yl)pyridine(200 mg, 0.46 mmol), 5-methyl-1H-pyrrolo[2,3-b]pyridi?e (62 mg, 0.46 mmol), CuI (4 mg, 0.022 mmol), K3PO4 (210 mg, 1.0 mmol), and fra?s-N.N’-dimethyl-cyclohexa?e-i^-diamine (12 mg, 0.05 mmol) in p-dioxane (1 mL) was heated by microwave at 150 0C for 1.5h. Additional 5-methyl-7-azai?dole (62 mg, 0.46 mmol), CuI (4 mg, 0.022 mmol), and diamine (12 mg) were added and the mixture heated by microwave at 1600C for 1h. The mixture was filtered, concentrated and the residue purified by SGC (1% and 2% MeOH in DCM, 0.5% NH4OH) giving a solid which was triturated with ether and dried. Yield 18 mg. 1H NMR (CDCI3) .68.57 (m, 2H), 8.18-8.12 (m, 2H), 7.90 (br, 1H), 7.82-7.73 (m, 4H), 7.59 (m, 2H), 7.51-7.47 (m, 2H)1 7.23-7.18 (m, 2H), 6.54 (d, 1H1 J = 3.3 Hz), 2.62 (s, 3H), 2.43 (s, 3H). A second compound appearing to contain two methyl resonances was present in about 10 % amount (s, 2.69), (s, 2.34). MS (ES+) m/e 443 (MH+). The material was homogeneous by HPLCMS: 6.85 min, m/e 443 (MH+). IC50 = 12.1 nM

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. 824-52-2, 5-Methyl-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/4117; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 824-52-2, Adding some certain compound to certain chemical reactions, such as: 824-52-2, name is 5-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 824-52-2.

To 5-methyl-lH-pyrrolo[2,3-b]py?dine (IS, 2 00 g, 15 1 mmol) and aluminum trichloride (1 1 6 g, 87 2 mmol), nitromethane (63 1 mL, 1 16 mol) was added, followed by the addition of 2,6- difluoro-3-nitro-benzoyl chlonde (14, 3 22 g, 14 5 mmol) The reaction was placed in an oil bath at 45 0C and stirred for 3 days, then cooled to room temperature and 30 mL of methanol was added The reaction was then diluted with 200 mL of ethyl acetate and 100 mL each of water and IN hydrochloric acid, resulting in a precipitate that was collected to provide the desired compound (16, 2 761 g) Additonal compound was recovered from the organic layer, removing the solvent and purifying by silica gel column chromatography eluting with a gradient of 5 to 70% ethyl acetate in hexanes to provide another 126 mg of compound MS(ESI) [M+H+]+ = 317 9

According to the analysis of related databases, 824-52-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PLEXXIKON, INC.; IBRAHIM, Prabha, N.; SPEVAK, Wayne; CHO, Hanna; SHI, Songyuan; WU, Guoxian; WO2010/129567; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 824-52-2, name is 5-Methyl-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 5-Methyl-1H-pyrrolo[2,3-b]pyridine

Compound 3 (0.50 g, 3.8 mmol), methenamine (0.8 g, 5.7 mmol) was added to a three-necked flask,Water (5 mL) and acetic acid (2.5 mL);The reaction was heated to reflux for 4 hours. The reaction was cooled to room temperature and extracted with ethyl acetate (30 mL x 3); the organic phases were combined and washed with saturated brine (30 mL)Dry over sodium sulfate and filter. The filtrate was spin-dried, and the crude product was separated by silica gel column chromatography (petroleum ether: ethyl acetate = 1: 2 by volume)A pale yellow solid was obtained, compound 4 (0.3 g, 1.9 mmol, 49%)

With the rapid development of chemical substances, we look forward to future research findings about 824-52-2.

Reference:
Patent; Kanghua (Shanghai) Drug Discovery Co., Ltd.; Ma Jingxiang; (5 pag.)CN107056781; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem