Extended knowledge of 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine

The synthetic route of 866546-09-0 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 866546-09-0, 3-Bromo-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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

To a stirred suspension of NaH (1.4 g, 58.33 mmol) in DMF (30 mL) was added 3-bromo-5-chloro 1H pyrrolo[2,3-b]pyridine 2 (7.0 g, 30.43 mmol) in DMF at 0 C. After 1h, a solution of p-TsCl (6.3 g, 33.47 mmol) in DMF (20 mL) was added slowly at the same temperature and stirred for 2 h. After completion of the reaction (as indicated by TLC), the mixture was poured in to ice cold water (200 mL), filtered the precipitated solid and dried to afford 3-bromo-5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridine 3 (8.5 g, 22.14 mmol, 73 %) as an off-white solid. TLC system: 10% EtOAc in hexane Rf : 0.8 LCMS (ESI): m/z 386.4 [M+H]+

The synthetic route of 866546-09-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COCRYSTAL PHARMA, INC.; JACOBSON, Irina, C.; LEE, Sam SK; FEESE, Michael, David; (206 pag.)WO2020/23813; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine

The synthetic route of 866546-09-0 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 866546-09-0, 3-Bromo-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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

To a stirred suspension of NaH (1.4 g, 58.33 mmol) in DMF (30 mL) was added 3-bromo-5-chloro 1H pyrrolo[2,3-b]pyridine 2 (7.0 g, 30.43 mmol) in DMF at 0 C. After 1h, a solution of p-TsCl (6.3 g, 33.47 mmol) in DMF (20 mL) was added slowly at the same temperature and stirred for 2 h. After completion of the reaction (as indicated by TLC), the mixture was poured in to ice cold water (200 mL), filtered the precipitated solid and dried to afford 3-bromo-5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridine 3 (8.5 g, 22.14 mmol, 73 %) as an off-white solid. TLC system: 10% EtOAc in hexane Rf : 0.8 LCMS (ESI): m/z 386.4 [M+H]+

The synthetic route of 866546-09-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COCRYSTAL PHARMA, INC.; JACOBSON, Irina, C.; LEE, Sam SK; FEESE, Michael, David; (206 pag.)WO2020/23813; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 866546-09-0

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 866546-09-0, 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine.

Electric Literature of 866546-09-0, 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 866546-09-0, name is 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred suspension of 60% sodium hydride (5.7 g, 143 mmol) was added 3-bromo-5- chloro 1H pyrrolo[2,3-b]pyridine (2) (30 g, 130 mmol) in DMF (200 mL) at 0 C. After 1h, a solution of 4-toluenesulfonyl chloride (37.17 g, 195 mmol) in DMF (100 mL) was added slowly at the same temperature and stirred for 2 h. After completion of the reaction (as indicated by TLC), the mixture was poured in to cold water (500 mL), filtered the precipitated solid and dried under reduced pressure to afford 3-bromo-5-chloro-1-tosyl-1H-pyrrolo[2,3-b]pyridine (3) (40 g, 103 mmol, 80% yield) as an off- white solid. TLC system: 10% EtOAc in hexane Rf : 0.8 LCMS (ESI): m/z 386.4 [M+H]+

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 866546-09-0, 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; COCRYSTAL PHARMA, INC.; JACOBSON, Irina, C.; FEESE, Michael, David; LEE, Sam, Sk; (249 pag.)WO2018/200425; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of 866546-09-0

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, 866546-09-0, 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine.

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. 866546-09-0, name is 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below., Product Details of 866546-09-0

Into a 1000-mL 4-necked round-bottom flask, purged and maintained with an inert atmosphere of nitrogen, was placed a solution of 3-bromo-5-chloro-1H-pyrrolo[2,3-b]- pyridine (87.5 g, 378.79 mmol, 1.00 equiv) in N,N-(nmemylformamide (600 mL). This was followed by the addition of sodium hydride (18.3 g, 457.50 mmol, 1.20 equiv, 60%) in several batches at 0C over 20 min. The reaction mixture was stirred for 30 min at 0C, then added 4- methylbenzene-l-sulfonyl chloride (72.5 g, 379.58 mmol, 1.05 equiv) in several batches at 0C over 30 min. The resulting solution was stirred for 1 h at 25C, then quenched by the addition of 1200 mL of ice water. The solid was collected by filtration, then washed with 3×800 ml of water and dried in an oven under reduced pressure. This resulted in 122.2 g (84%) of 3-bromo-5- chloro-l-tosyl-lH-pyrrolo[2,3-b]pyridme as a yellow solid.

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, 866546-09-0, 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CASH, Brandon; FISCHER, Christian; GARCIA, Yudith; JUNG, Joon; KATZ, Jason; KIM, June; RIVKIN, Alexey; SCHELL, Adam; SIU, Tony; WITTER, David; ZHOU, Hua; WO2011/137022; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 866546-09-0

According to the analysis of related databases, 866546-09-0, the application of this compound in the production field has become more and more popular.

Synthetic Route of 866546-09-0, Adding some certain compound to certain chemical reactions, such as: 866546-09-0, name is 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine,molecular formula is C7H4BrClN2, 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 866546-09-0.

[0231] Step 2: l-(Benzenesulfonyl)-3-bromo-5-chloro-pyrrolo[2,3-b]pyridine. NaH (60% dispersion in oil, 0.33 g, 8.3 mmol) was added to a solution of 3-bromo-5-chloro-lH- pyrrolo[2,3-b]pyridine (1.28 g, 5.5 mmol) in DMF (25 mL) at room temperature. The reaction was stirred for 10 min. and then /?-toluenesulfonyl chloride (1.06 mL, 8.3 mmol) was added and the reaction stirred for an additional 2 h. Water (50 mL) was added, the mixture extracted with EtOAc (3 x 50 mL), the organic layers combined, dried over sodium sulfate, filtered and evaporated to dryness. Purification by column chromatography (hex/EtOAc) and recrystallization from hex/EtOAc afforded the desired product (1.45 g, 70%). 1H NMR (400 MHz, DMSO- e) delta ppm 8.50 (d, 1 H), 8.35 (s, 1 H), 8.13 (dd, 1H), 8.12 (d, 2H), 7.76 (dt, 1 H), 7.65 (t, 2 H).

According to the analysis of related databases, 866546-09-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALZHEIMER’S INSTITUTE OF AMERICA, INC.; SEBAHAR, Paul R.; HALTER, Robert J.; MCLEOD, Donald A.; PARKER, Daniel P.; YAGER, Kraig M.; SHENDEROVICH, Mark D.; HOLCOMB, Ryan C.; RICHARDS, Burt; BARTEL, Paul L.; KIM, Se-Ho; SLATTUM, Paul M.; TANGALLAPALLY, Rajendra; TROVATO, Richard; YUNGAI, Ashantai J.; WO2014/4863; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 866546-09-0

According to the analysis of related databases, 866546-09-0, the application of this compound in the production field has become more and more popular.

Synthetic Route of 866546-09-0, Adding some certain compound to certain chemical reactions, such as: 866546-09-0, name is 3-Bromo-5-chloro-1H-pyrrolo[2,3-b]pyridine,molecular formula is C7H4BrClN2, 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 866546-09-0.

[0231] Step 2: l-(Benzenesulfonyl)-3-bromo-5-chloro-pyrrolo[2,3-b]pyridine. NaH (60% dispersion in oil, 0.33 g, 8.3 mmol) was added to a solution of 3-bromo-5-chloro-lH- pyrrolo[2,3-b]pyridine (1.28 g, 5.5 mmol) in DMF (25 mL) at room temperature. The reaction was stirred for 10 min. and then /?-toluenesulfonyl chloride (1.06 mL, 8.3 mmol) was added and the reaction stirred for an additional 2 h. Water (50 mL) was added, the mixture extracted with EtOAc (3 x 50 mL), the organic layers combined, dried over sodium sulfate, filtered and evaporated to dryness. Purification by column chromatography (hex/EtOAc) and recrystallization from hex/EtOAc afforded the desired product (1.45 g, 70%). 1H NMR (400 MHz, DMSO- e) delta ppm 8.50 (d, 1 H), 8.35 (s, 1 H), 8.13 (dd, 1H), 8.12 (d, 2H), 7.76 (dt, 1 H), 7.65 (t, 2 H).

According to the analysis of related databases, 866546-09-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ALZHEIMER’S INSTITUTE OF AMERICA, INC.; SEBAHAR, Paul R.; HALTER, Robert J.; MCLEOD, Donald A.; PARKER, Daniel P.; YAGER, Kraig M.; SHENDEROVICH, Mark D.; HOLCOMB, Ryan C.; RICHARDS, Burt; BARTEL, Paul L.; KIM, Se-Ho; SLATTUM, Paul M.; TANGALLAPALLY, Rajendra; TROVATO, Richard; YUNGAI, Ashantai J.; WO2014/4863; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem