Category: 885500-55-0

Adding a certain compound to certain chemical reactions, such as: 885500-55-0, Ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate, 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, 885500-55-0, blongs to pyridine-derivatives compound. COA of Formula: C10H9ClN2O2

Preparation 14 To a solution of ethyl 4-chloro-1H-pyrrolo[2,3-b]-pyridine-5-caboxylate (2 g) in DMF (20 mL) was added NaH (60% dispersion in oil, 427 mg) at 5C. After the reaction mixture was stirred at ambient temperature for 1 hour, [2-(chloromethoxy)ethyl]-(trimethyl)silane (1.72 mL) was added, and the mixture was stirred at ambient temperature for additional 2 hours. After the reaction mixture was diluted with EtOAc (50 mL), the solution was washed with saturated NaHCO3 aqueous solution (50 mL) and brine (50 mL) successively. After the organic layer was dried over anhydrous MgSO4, filtered and evaporated in vacuo. The residue was purified by silica gel column chromatography (n-hexane) to afford ethyl 4-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-caboxylate (2. 91 g) as a colorless viscous liquid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,885500-55-0, its application will become more common.

Reference:
Patent; Astellas Pharma Inc.; EP2123651; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 885500-55-0, Adding some certain compound to certain chemical reactions, such as: 885500-55-0, name is Ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate,molecular formula is C10H9ClN2O2, 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 885500-55-0.

Preparation Example 5; To ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (2.00 g) was added DMF (20 ml), and the mixture was ice-cooled. Sodium hydride (60% dispersed in mineral oil) (427 mg) was added thereto, followed by stirring for 1 hour under ice-cooling. Thereafter, [2-(chloromethoxy)ethyl](trimethyl)silane (1.71 mL) was added dropwise thereto, followed by warming to room temperature and stirring for 30 minutes. After completion of the reaction, to the reaction mixture was added a saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with EtOAc and washed with brine. The organic layer was dried over Na2SO4 and then filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (EtOAc/Hx =0/100 to 10/90) to obtain ethyl 4-chloro-1-{[2-(trimethylsilyl)ethoxy]methyl}-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (2.50 g) as a colorless transparent oily material.

According to the analysis of related databases, 885500-55-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Astellas Pharma Inc.; EP2420502; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 885500-55-0, Ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate, 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, Quality Control of Ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate, blongs to pyridine-derivatives compound. Quality Control of Ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

General procedure: 5.1.3 Ethyl 4-(cycloheptylamino)-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (5c) A mixture of 4 (112 mg, 0.50 mmol), cycloheptanamine (76 muL, 0.60 mmol), and Et3N (209 muL, 1.5 mmol) in NMP (3.0 mL) was heated in a microwave reactor at 180 C for 1 h. After cooling to room temperature, the reaction mixture was quenched with water, extracted with EtOAc, dried over MgSO4, and evaporated in vacuo. The crude mixture was purified by column chromatography on silica gel (CHCl3/MeOH = 100:0 to 90:10) to give the product (135 mg, 90%). 5.1.4 Ethyl 4-[(cyclohexylmethyl)amino]-1H-pyrrolo[2,3-b]pyridine-5-carboxylate (5d) Compound 5d was prepared in 62% yield as a white solid by a method similar to that described for 5c. 1H NMR (DMSO-d6) delta 1.01-1.33 (m, 5H), 1.31 (t, J = 7.1 Hz, 3H), 1.61-1.86 (m, 6H), 3.52 (t, J = 6.1 Hz, 2H), 4.26 (q, J = 7.1 Hz, 2H), 6.66 (d, J = 3.6 Hz, 1H), 7.15 (d, J = 3.6 Hz, 1H), 8.53 (s, 1H), 8.81 (t, J = 5.4 Hz, 1H), 11.67 (br s, 1H); MS (ESI) m/z 302 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,885500-55-0, Ethyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Article; Yamagishi, Hiroaki; Shirakami, Shohei; Nakajima, Yutaka; Tanaka, Akira; Takahashi, Fumie; Hamaguchi, Hisao; Hatanaka, Keiko; Moritomo, Ayako; Inami, Masamichi; Higashi, Yasuyuki; Inoue, Takayuki; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4846 – 4859;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem