New downstream synthetic route of Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate

At the same time, in my other blogs, there are other synthetic methods of this type of compound,951625-93-7, Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate, and friends who are interested can also refer to it.

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.951625-93-7, name is Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate, molecular formula is C9H7ClN2O2, molecular weight is 210.62, as common compound, the synthetic route is as follows.SDS of cas: 951625-93-7

A suspension of 1 equivalent of compound 15 and 10 equivalents of phenyl hydrazine was heated to 90 C. for 16 hours. Water was added to the reaction mixture at room temperature and decanted to remove the excess phenyl hydrazine. The crude reaction mixture was dissolved in MeOH and 0.1 N NaOH (2:1, 0.033 M) and stirred for 3.5 hours before concentrating to dryness. Purification by column chromatography afforded the title compound 16 as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 6.43-6.72 (m, 1H) 7.04-7.28 (m, 1H) 7.37-7.56 (m, 4H) 7.84-8.13 (m, 2H) 8.33-8.55 (m, 1H) 11.99 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,951625-93-7, Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Helicon Therapeutics, Inc.; US2012/95016; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 951625-93-7

The synthetic route of 951625-93-7 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 951625-93-7, Methyl 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, HPLC of Formula: C9H7ClN2O2, blongs to pyridine-derivatives compound. HPLC of Formula: C9H7ClN2O2

To a solution of 4-chloro-1H-pyrrolo[2,3-bjpyridine-5-carboxylic acid methyl ester (0.65 g, 3.1 mmol) in DMF (6.0 mL) was added NaH (60%, 149 mg, 3.72 mmol) at 0C. The mixture was stirred at rt for lh. Mel (572 mg, 4.03 mmol) was added to the reaction and stirred at rt overnight. The reaction was quenched with sat. NH4C1 solution (10 mL) and separated between water (20 mL) and EA (30 mL). The organic layer was washed with water (10 mL) and brine (10 mL), dried over anhydrous Na2SO4. The solvent was removed to give 4-chloro-1-methyl-1H-pyrrolo[2,3-bjpyridine-5-carboxylic acid methyl ester (0.75 g, yield:quantitative) as yellow crystal.?HNMR (400 MI-Tz, CDC13): = 8.86 (s, 1H), 7.26 (overlap, 1H), 6.68 (d, J= 3.6 Hz, 1H), 3.97 (s, 3H), 3.91 (s, 3H).

The synthetic route of 951625-93-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANFORD-BURNHAM MEDICAL RESEARCH INSTITUTE; PINKERTON, Anthony, B.; HASSIG, Christian, A.; JACKSON, Michael, R.; ARDECKY, Robert, John; PASS, Ian; (436 pag.)WO2016/123392; (2016); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 951625-93-7

Statistics shows that 951625-93-7 is playing an increasingly important role. we look forward to future research findings about Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate.

Electric Literature of 951625-93-7, 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.951625-93-7, name is Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate, molecular formula is C9H7ClN2O2, molecular weight is 210.62, as common compound, the synthetic route is as follows.

[0168] To a solution of methyl 4-chloro-lH-pyrrolo[2,3-b]pyridine-5-carboxylate (2.3 g, 11 mmol) in dimethylformamide (DMF; 20 mL) was added NaH (0.67 g, 17 mmol, 60% purity) under nitrogen. The mixture was stirred at 0 C for 0.5 hours. To this was added chloromethyl methyl ether (1.1 g, 13 mmol, 1 mL) and the reaction was stirred at 25 C for 2 hours. Upon completion, the reaction mixture was quenched by addition aqueous saturated NH4C1 solution (20 mL) and diluted with water (10 mL). The mixture was extracted with ethyl acetate (3x 40 mL). Organic layers were combined, washed with brine (2x 25 mL), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography to give methyl 4-chloro-l-(methoxymethyl)-lH-pyrrolo[2,3-b]pyridine-5- carboxylate (2.3 g, 8.6 mmol, 78% yield) as a yellow solid.

Statistics shows that 951625-93-7 is playing an increasingly important role. we look forward to future research findings about Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate.

Reference:
Patent; SYROS PHARMACEUTICALS, INC.; ZHANG, Yi; AUSTGEN, Kathryn; CHUAQUI, Claudio Edmundo; MALOJCIC, Goran; SINKO, William; GUAN, Huiping Amy; SAVOIE, Tracey Lodie; (92 pag.)WO2018/191587; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 951625-93-7

Statistics shows that 951625-93-7 is playing an increasingly important role. we look forward to future research findings about Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate.

Electric Literature of 951625-93-7, 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.951625-93-7, name is Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate, molecular formula is C9H7ClN2O2, molecular weight is 210.62, as common compound, the synthetic route is as follows.

[0168] To a solution of methyl 4-chloro-lH-pyrrolo[2,3-b]pyridine-5-carboxylate (2.3 g, 11 mmol) in dimethylformamide (DMF; 20 mL) was added NaH (0.67 g, 17 mmol, 60% purity) under nitrogen. The mixture was stirred at 0 C for 0.5 hours. To this was added chloromethyl methyl ether (1.1 g, 13 mmol, 1 mL) and the reaction was stirred at 25 C for 2 hours. Upon completion, the reaction mixture was quenched by addition aqueous saturated NH4C1 solution (20 mL) and diluted with water (10 mL). The mixture was extracted with ethyl acetate (3x 40 mL). Organic layers were combined, washed with brine (2x 25 mL), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography to give methyl 4-chloro-l-(methoxymethyl)-lH-pyrrolo[2,3-b]pyridine-5- carboxylate (2.3 g, 8.6 mmol, 78% yield) as a yellow solid.

Statistics shows that 951625-93-7 is playing an increasingly important role. we look forward to future research findings about Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate.

Reference:
Patent; SYROS PHARMACEUTICALS, INC.; ZHANG, Yi; AUSTGEN, Kathryn; CHUAQUI, Claudio Edmundo; MALOJCIC, Goran; SINKO, William; GUAN, Huiping Amy; SAVOIE, Tracey Lodie; (92 pag.)WO2018/191587; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 951625-93-7

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 951625-93-7, Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate.

Related Products of 951625-93-7, 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 951625-93-7, name is Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of methyl 4-chloro-l-tosyl-lH-pyrrolo[2,3-b]pyridine-5-carboxylate:Sodium hydride (341 mg, 8.53 mol, 1.2 eq) was added in portions to a solution of methyl 4- chloro-lH-pyrrolo[2,3-b]pyridine-5-carboxylate (1.5 g, 7.1 mmol, 1.0 eq) in THF (20 mL). The suspension was stirred at 0 C for 30 min, then a solution of 4-methylbenzene-l-sulfonyl chloride (2.7 g, 14.2 mmol, 2.0 eq) in THF (10 mL) was added at 0 C. The resulting suspension was stirred at this temperature for 15 min and 1 h at room temperature. The suspension was filtered through Celite. The filtrate was diluted with EtOAc (200 mL), washed with brine (100 mL x 3). The combined organic layer was dried (MgS04) and concentrated in vacuo to afford a residue which was purified by silica gel column chromatography (PE/EA = 10:1) to give 128.5 a white solid (1.6 g, yield: 60%). XH NMR (400 MHz, DMSO-J6) delta: 8.84 (s, 1H), 8.12 (d, 1H), 8.06 (d, 2H), 7.46 (d, 2H), 6.98 (d, 1H), 3.93 (s, 3H), 2.39 (s, 3 H). ESI-MS: 365.0 (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 951625-93-7, Methyl 4-chloro-1H-pyrrolo[2,3-b]pyridine-5-carboxylate.

Reference:
Patent; BIOGEN IDEC MA INC.; SUNESIS PHARMACEUTICALS, INC.; HOPKINS, Brian, T.; SCOTT, Daniel; CONLON, Patrick; JENKINS, Tracy, J.; POWELL, Noel; GUAN, Bing; CURERVO, Julio, H.; WANG, Deping; TAVERAS, Art; WO2012/58645; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem