New learning discoveries about Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate

With the rapid development of chemical substances, we look forward to future research findings about 1256825-86-1.

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 1256825-86-1, name is Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C9H8N2O2

To a suspension of methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate (200 mg; may be prepared as described in intermediate 169) in MeOH (10 ml) was added lithium borohydride (74 mg) and the reaction mixture was stirred at room temperature for 30 min. Lithium borohydride (74 mg) was added and the mixture was heated at 5O0C for 15 hr. Lithium borohydride (148 mg) and the mixture was heated at 5O0C for 24 hr. Lithium borohydride (small amounts portionwise over six hours, approximately 300 mg) was added and the mixture was heated at 5O0C for 72 hr. Lithium borohydride (small amounts portionwise over six hours, approximately 300 mg) was added and the mixture was heated at 5O0C for 24 hr. The reaction mixture was cooled and left at RT for 2 days. The solvent was evaporated and the residue dissolved in aqueous hydrochloric acid (2 N, 20 ml). The aqueous was washed with EtOAc (2 x 30 ml). The aqueous was basified with 12.5 N aqueous sodium hydroxide to pH 14 and then extracted with DCM (3 x 25 ml). The organic layer was dried over magnesium sulfate, filtered and evaporated to give an off-white solid (42mg). This was purified by MDAP to afford the title compound (32 mg) as a white solid. 1H NMR (CD3OD) delta: 4.74 (2H, s), 6.45 (1 H, d), 7.22 (1 H, d), 7.33 (1 H, d), 7.97 (1 H, d). Retention time 0.57 min (LC/MS method 4).

With the rapid development of chemical substances, we look forward to future research findings about 1256825-86-1.

Reference:
Patent; GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan; WO2011/12622; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate

With the rapid development of chemical substances, we look forward to future research findings about 1256825-86-1.

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 1256825-86-1, name is Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C9H8N2O2

To a suspension of methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate (200 mg; may be prepared as described in intermediate 169) in MeOH (10 ml) was added lithium borohydride (74 mg) and the reaction mixture was stirred at room temperature for 30 min. Lithium borohydride (74 mg) was added and the mixture was heated at 5O0C for 15 hr. Lithium borohydride (148 mg) and the mixture was heated at 5O0C for 24 hr. Lithium borohydride (small amounts portionwise over six hours, approximately 300 mg) was added and the mixture was heated at 5O0C for 72 hr. Lithium borohydride (small amounts portionwise over six hours, approximately 300 mg) was added and the mixture was heated at 5O0C for 24 hr. The reaction mixture was cooled and left at RT for 2 days. The solvent was evaporated and the residue dissolved in aqueous hydrochloric acid (2 N, 20 ml). The aqueous was washed with EtOAc (2 x 30 ml). The aqueous was basified with 12.5 N aqueous sodium hydroxide to pH 14 and then extracted with DCM (3 x 25 ml). The organic layer was dried over magnesium sulfate, filtered and evaporated to give an off-white solid (42mg). This was purified by MDAP to afford the title compound (32 mg) as a white solid. 1H NMR (CD3OD) delta: 4.74 (2H, s), 6.45 (1 H, d), 7.22 (1 H, d), 7.33 (1 H, d), 7.97 (1 H, d). Retention time 0.57 min (LC/MS method 4).

With the rapid development of chemical substances, we look forward to future research findings about 1256825-86-1.

Reference:
Patent; GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan; WO2011/12622; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1256825-86-1, its application will become more common.

Application of 1256825-86-1, 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 1256825-86-1 as follows.

Bromine oxidation reaction:With 5 liters three bottles,Under mechanical agitation,60 g of 7-azaindole-6-carboxylic acid methyl ester,After adding 3.7 liters of tert-butanol,When the temperature was raised to 40 C,545 g of pyridine hydrobromide perbromide(PBPB) were added portionwise,At the end of 1 hour.And then kept at 40 C for 1 hour.Sampling monitoring,HPLC showed a starting material / product ratio of no more than 1%. Post-treatment and recrystallization:The reaction solution was poured into 5 liters of ice water, extracted with ethyl acetate (5 liters) at a temperature of 5 C, and the organic layer was collected.The mixture was concentrated to a volume of 1/3 solvent and poured into 3 liters of ice water. The solid was precipitated, filtered and the cake was washed with 500 ml of water and dried. Recrystallization was carried out using a 1: 5 weight ratio of ethyl acetate to methanol,Filtration,After drying under reduced pressure,Methyl 3,3-dibromo-2-oxo-7-azaindole-6-carboxylate (3), 85 g was obtained and sampled and HPLC showed a purity of 90%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1256825-86-1, its application will become more common.

Reference:
Patent; SUZHOU HEJIAN MEDICAL TECHNOLOGY CO LTD; SHANG, XINJUN; LI, JIAHE; (8 pag.)CN104387385; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem