Category: 866546-07-8

Application of 866546-07-8, 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 866546-07-8, name is 5-Chloro-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 18: Synthesis of 5-chloro-3-2-chIoro-5-fluoro-4-[2-(2-methoxy-ethoxy)-ethoxy]-benzyl- lH-pyrrolo[2,3-b]pyridine P-2155.[0192] 5-Chloro-3-2-chloro-5-fluoro-4-[2-(2-methoxy-ethoxy)-ethoxy]-benzyl-lH-pyrrolo[2,3- b]pyridine P-2155 was synthesized in 2 steps from 5-Chloro-lH-pyrrolo[2,3-b]pyridine 4 as shown in Scheme 40.Scheme 40 Step 1 – Preparation of2-chloro-5-fluoro-4-[2-(2-methoxy-ethoxy)-ethoxy]-phenyl-(5-chloro-lH- pyrrolo[2,3-b]pyridiotan-3-yl)-methanol (126).[0193] To 5-chloro-l H-pyrrolo[2,3-b]pyndine (4. 74.1 mg, 0 49 mmol) in methanol (30.0 mL), 2- chloro-5-fluoro-4-[2-(2-methoxy-ethoxy)-ethoxy]-benzaldehyde (121, 150.0 mg, 0.54 mmol, prepared as described in Example 14) and potassium hydroxide (574 0 mg, 10.23 mmol) were added under an atmosphere of nitrogen. The reaction was stirred at room temperature overnight The reaction was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered The filtrate was concentrated and purified by silica gel column chromatography eluting with 20% ethyl acetate in hexane to give the desired compound (126, O H g, 52.7%).

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 866546-07-8, 5-Chloro-1H-pyrrolo[2,3-b]pyridine.

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

Related Products of 866546-07-8, 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. 866546-07-8, name is 5-Chloro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5ClN2, 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.

A solution of bromine (3.5mol) in chloroform (40mol) was added dropwise to an ice-cold solution of the 5-chloro-1H- pyrrolo[2,3-b]pyridine (3) (10g, 65mM) in chloroform (260mol). The reaction mixture was stirred for 60 minutes at 0C. The reaction mixture was then hydrolyse with water and the pH of the solution was adjusted to 10. The resulting solid was removed by filtration, and the. aqueous was extracted with dichloromethane. The organic was washed with water, dried over magnesium sulfate and concentrated in vacuo to afford the title compound (10.5g, 69%). 1H NMR (DMSO-d6) 7.8 (1H, s), 7.9 (1H, s), 8.3 (1H, s)

According to the analysis of related databases, 866546-07-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED?; WO2005/95400; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 866546-07-8, name is 5-Chloro-1H-pyrrolo[2,3-b]pyridine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 5-Chloro-1H-pyrrolo[2,3-b]pyridine

General procedure: In a microwave reaction vial with a magnetic stirring bar was placed the azaindoleor indole (0.38 mmol), aldehyde (0.19 mmol), and K2CO3 (176 mg, 1.27 mmol), followedby addition of 2.5 mL of 1:1 mixture of MeOH:H2O. The resulting mixture was placed ina microwave reactor and irradiated at 130 oC for 30 minutes. After cooling to roomtemperature, the volatiles were removed under reduced pressure. The crude residue wasdiluted with water (10 mL) and extracted with ethyl acetate (3 x 10 mL). The combinedorganic layers were dried over sodium sulfate, filtered, and the resulting filtrate evaporated in vacuo to give a crude solid that was purified using reversed-phase HPLC,eluting with MeCN/H2O with a trace of TFA to give the desired compound.

The synthetic route of 866546-07-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Uddin, Md. Imam; Buck, Jason R.; Schulte, Michael L.; Tang, Dewei; Saleh, Samir A.; Cheung, Yiu-Yin; Harp, Joel; Manning, H. Charles; Tetrahedron Letters; vol. 55; 1; (2014); p. 169 – 173;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 866546-07-8, 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 866546-07-8 as follows.

[94] Step 5. N-(3 -((5-Chloro- 1 Eta-rhonuetachi)1omicronGamma2.3 -blpyridin-3 -yl)(hvdroxy)-methyl)-2.4- difluorophenyl)- 1.1.2.2.3.3.3 -d7-propane- 1 -sulfonamide (24):; To a solution offormylsulfonamide 23 (50.0 mg, 0.185 mmol) in MeOH/Water 1 : 1 (1 mL) was added 5- chloroazaindole 6a(i) (30.0 mg, 0.196 mmol, Adesis, Inc.) followed by K2CO3 (171 mg, 1.24 mmol). The resulting solution stirred at room temperature for 3 days then was neutralized to pH 7 with 4N HC1 and extracted with EtO Ac (3 x 50 mL). The organic layers were combined, washed with water, dried (Na2S04), filtered and concentrated under reduced pressure to afford azaindole 24 (60 mg, 77%) as a tan solid which was used without further purification. MS (ESI) 421.0 [(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,866546-07-8, its application will become more common.

Reference:
Patent; CONCERT PHARMACEUTICALS INC.; TUNG, Roger; MASSE, Craig E.; SILVERMAN, I. Robert; WO2011/60216; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 866546-07-8 ,Some common heterocyclic compound, 866546-07-8, molecular formula is C7H5ClN2, 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 4 ~~ Preparation of[3-benzyloxy-2-cyclopropylmethoxy-phenyl]-(5-chloro-lH-pyrrolo[2,3- b]pyridin-3-yl)-methanol (131):[0206] A mixture of 5-chloro-lH-Pyrrolo[2,3-6]pyridine (4, 0.68 g, 4.46 mmol), 3-benzyloxy-2- cyclopropylmethoxy-benzaldehyde (130, 1.2 g, 4.25 mmol), and potassium hydroxide (0.68 g, 1 1 mmol) in methanol (50 mL) was stirred at room temperature for 4 days. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was collected, washed with brine, and dried over sodium sulfate. After removal of solvent, the residue was purified by silica gel column chromatography eluting with ethyl acetate in hexane to provide compound as a white solid (131, 0.99g, 54%). MS(ESI) [M+H’]’ = 435.21.

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. 866546-07-8, 5-Chloro-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

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

Synthetic Route of 866546-07-8, 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. 866546-07-8, name is 5-Chloro-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below.

To 5-chloro-lH-pyrrolo[2,3-]rhoyridine (10.0 g, 65.6 mmol) in EtOAc (70 mL) at 0 C was added dropwise over 15 h a solution of m-chloroperbenzoic acid (57%, 17.9 g,104 mmol) in EtOAc (80 mL). The reaction mixture was stirred for 20 h at RT. Then, the mixture was cooled to -40C and the solids were filtered off and rinsed with cold EtOAc. The solid was taken up in water (70 mL) and treated dropwise with 30% aq. K2CO3 until pEta was 11. The solution was warmed for 30 min, cooled to 0 0C, filtered and dried in vacuo. Analysis (NMR) indicated the presence of m- chloroperbenzoic acid. The solid was taken up in 10% MeOH in DCM and washed with EPO 30% aq. K2CO3 until all m-chlorobenzoic acid was removed. The organic layer was dried over Na2SO4, filtered and concentrated to provide 2.61 g (24% yield) of 5-chloro-lH- pyrrolo[2,3-b]pyridine-iV-oxide (C). The combined mother liquors were concentrated. Flash chromatography (5% MeOEta- DCM) provided and additional 1.49 g (13% yield) contaminated with -10 % of the benzoic acid. LC/MS (M + H+) 168.76.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,866546-07-8, 5-Chloro-1H-pyrrolo[2,3-b]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2006/127587; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 866546-07-8, 5-Chloro-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, 866546-07-8, blongs to pyridine-derivatives compound. Safety of 5-Chloro-1H-pyrrolo[2,3-b]pyridine

General procedure: In a microwave reaction vial with a magnetic stirring bar was placed the azaindoleor indole (0.38 mmol), aldehyde (0.19 mmol), and K2CO3 (176 mg, 1.27 mmol), followedby addition of 2.5 mL of 1:1 mixture of MeOH:H2O. The resulting mixture was placed ina microwave reactor and irradiated at 130 oC for 30 minutes. After cooling to roomtemperature, the volatiles were removed under reduced pressure. The crude residue wasdiluted with water (10 mL) and extracted with ethyl acetate (3 x 10 mL). The combinedorganic layers were dried over sodium sulfate, filtered, and the resulting filtrate evaporated in vacuo to give a crude solid that was purified using reversed-phase HPLC,eluting with MeCN/H2O with a trace of TFA to give 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,866546-07-8, its application will become more common.

Reference:
Article; Uddin, Md. Imam; Buck, Jason R.; Schulte, Michael L.; Tang, Dewei; Saleh, Samir A.; Cheung, Yiu-Yin; Harp, Joel; Manning, H. Charles; Tetrahedron Letters; vol. 55; 1; (2014); p. 169 – 173;,
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. 866546-07-8, name is 5-Chloro-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 5-Chloro-1H-pyrrolo[2,3-b]pyridine

[0678] To a stirred solution of 5-chloro-1H-pyrrolo [2, 3-bj pyridine (25 g, 164 mmol) in DMSO (125 mL) at 0 C under an argon atmosphere were added potassium hydroxide (14 g, 246 mmol) and methyl iodide (35 g, 246 mmol). The reaction mixture was warmed to room temperature and stirred for 16 h. After consumption of starting material (by TLC), the reaction mixture was diluted with ice cold water (500 mL) and extracted with EtOAc (2 x 200 mL). The combined organic extracts were dried over sodium sulfate, filtered and concentrated in vacuo to obtain crude. The crude material was purified by column chromatography using 10% EtOAc: Hexane to afford 5-chloro-1-methyl-1H-pyrrolo [2, 3-bj pyridine (22.5 g, 83%) as a pale yellow solid. ?H NMR (CDC13, 500 MHz): 8.28 (s, 1H), 7.88 (s, 1H), 7.22 (s, 1H), 6.41 (s, 1H), 3.89 (s, 3H); LCMS: 90.6%; 166.8 (M+1); (column; Kinetex EVO C-18 (50 x 3.0 mm, 2.6 tm); RT 2.70 mm; mobile phase: 2.5mM NH400CH in water+5% ACN: ACN+5% 2.5mM NH400CH in water; T/B%: 0.01/5, 4/95, 5.5/95; flow rate: 0.8 mL/min) (Gradient); TLC: 20% EtOAc/ Hexane (Rj: 0.6).

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, 866546-07-8, 5-Chloro-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; FORUM PHARMACEUTICALS INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; HARRISON, Bryce, Alden; (273 pag.)WO2017/31325; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 866546-07-8 ,Some common heterocyclic compound, 866546-07-8, molecular formula is C7H5ClN2, 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.

General procedure: In a microwave reaction vial with a magnetic stirring bar was placed the azaindoleor indole (0.38 mmol), aldehyde (0.19 mmol), and K2CO3 (176 mg, 1.27 mmol), followedby addition of 2.5 mL of 1:1 mixture of MeOH:H2O. The resulting mixture was placed ina microwave reactor and irradiated at 130 oC for 30 minutes. After cooling to roomtemperature, the volatiles were removed under reduced pressure. The crude residue wasdiluted with water (10 mL) and extracted with ethyl acetate (3 x 10 mL). The combinedorganic layers were dried over sodium sulfate, filtered, and the resulting filtrate evaporated in vacuo to give a crude solid that was purified using reversed-phase HPLC,eluting with MeCN/H2O with a trace of TFA to give the desired compound.

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. 866546-07-8, 5-Chloro-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Uddin, Md. Imam; Buck, Jason R.; Schulte, Michael L.; Tang, Dewei; Saleh, Samir A.; Cheung, Yiu-Yin; Harp, Joel; Manning, H. Charles; Tetrahedron Letters; vol. 55; 1; (2014); p. 169 – 173;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem