Some tips on Imidazo[1,5-a]pyridine-7-carboxylic acid

The synthetic route of 588720-29-0 has been constantly updated, and we look forward to future research findings.

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. 588720-29-0, name is Imidazo[1,5-a]pyridine-7-carboxylic acid, the common compound, a new synthetic route is introduced below. Recommanded Product: 588720-29-0

To a 50 mL single neck RB flask starting 1H-Imidazol (1,5-a)pyridine-7-carboxylic acid (0.5 g, 3.086 mmol) was added, followed by ethyl ester of L-Leucine Hydrochloride (0.5 g, 3.086 mmol), HATU (0.323 g, 0.85 mmol) and DMF (8 mL). The contents were stirred for 5 mins. After clear solution formation DIPEA (1.1 mL, 6.172 mmol) was added and the reaction mass stirred for 16h at 20-30C. After 16h, the completion of the reaction was confirmed byTLC/LCMS, and worked-up. Ice-cold water (2OmL) was added slowly to the reaction mixture with stirring. The product was extracted with ethyl acetate (2x2OmL). The ethyl acetate extracts were separated washed with (1×20 mL) water, separated the organics, dried over anhydrous sodium sulphate and distilled off the volatiles under reduced pressure to get the crude product. This crude material was subjected to purification using preparative RP HPLC. The pure material thus obtained yielded 60-70% yield of the product of desired purity.

The synthetic route of 588720-29-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALKEM LABORATORIES LTD.; NAGARAJ, Harish Kumar Mysore; BANDODKAR, Balachandra S; RAVILLA, Lokesh; YELLAPU, Sudhakar; RUDRESHA, Ashok Seegebagi; SINGH, Jitendra Kumar; G, Vaidyanathan.; (95 pag.)WO2016/27285; (2016); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of Imidazo[1,5-a]pyridine-7-carboxylic acid

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 588720-29-0, Imidazo[1,5-a]pyridine-7-carboxylic acid.

Application of 588720-29-0, 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. 588720-29-0, name is Imidazo[1,5-a]pyridine-7-carboxylic acid, molecular formula is C8H6N2O2, 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.

[1145] A flask is charged with imidazo[1,5-a]pyridine-7-carboxylic acid (4.3 g, 19.9 mmol), (3R)-1-azabicyclo[2.2.2]octan-3-amine dihydrochloride (3.6 g, 18.2 mmol), DIEA (19 ml, 109 mmol), and DMF (200 ml). The reaction mixture is cooled to 0 C. and HATU (6.9 g, 18.2 mmol) is added to it. The mixture is allowed to stir at rt for 3 h. The mixture is diluted with MeOH (20 ml) and DOWEX 50WX2-40 ion exchange resin (2 g) is added; the mixture is adjetated in a water bath (35-40 C.) for 20 min, is filtered, and the resin washed with 3 portions of MeOH. The product is liberated from the resin by treatment with a solution of 20% NH4OH/MeOH. The basic alcohol washes are concentrated in vacuo to give a brown oil, which is purified by silica gel chromatography (10% MeOH/79% CH2Cl2/1% NH3OH) to give a yellow solid. The resulting solid is dissolved in MeOH (2 ml) and a solution of d-tartaric acid (0.151 g, 1.0 mmol) in MeOH (3.0 ml) is added to it. The solvent is removed under vacuum to give a yellow solid (0.49 g, 1.0 mmol). HRMS (FAB) calcd for C15H18N4O+H 271.1559, found 271.1560.

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 588720-29-0, Imidazo[1,5-a]pyridine-7-carboxylic acid.

Reference:
Patent; Rogers, Bruce N.; Piotrowski, David W.; Walker, Daniel Patrick; Jacobsen, Eric Jon; Acker, Brad A.; Wishka, Donn G.; Groppi JR., Vincent E.; US2003/236264; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of Imidazo[1,5-a]pyridine-7-carboxylic acid

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 588720-29-0, Imidazo[1,5-a]pyridine-7-carboxylic acid.

Application of 588720-29-0, 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. 588720-29-0, name is Imidazo[1,5-a]pyridine-7-carboxylic acid, molecular formula is C8H6N2O2, 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.

[1145] A flask is charged with imidazo[1,5-a]pyridine-7-carboxylic acid (4.3 g, 19.9 mmol), (3R)-1-azabicyclo[2.2.2]octan-3-amine dihydrochloride (3.6 g, 18.2 mmol), DIEA (19 ml, 109 mmol), and DMF (200 ml). The reaction mixture is cooled to 0 C. and HATU (6.9 g, 18.2 mmol) is added to it. The mixture is allowed to stir at rt for 3 h. The mixture is diluted with MeOH (20 ml) and DOWEX 50WX2-40 ion exchange resin (2 g) is added; the mixture is adjetated in a water bath (35-40 C.) for 20 min, is filtered, and the resin washed with 3 portions of MeOH. The product is liberated from the resin by treatment with a solution of 20% NH4OH/MeOH. The basic alcohol washes are concentrated in vacuo to give a brown oil, which is purified by silica gel chromatography (10% MeOH/79% CH2Cl2/1% NH3OH) to give a yellow solid. The resulting solid is dissolved in MeOH (2 ml) and a solution of d-tartaric acid (0.151 g, 1.0 mmol) in MeOH (3.0 ml) is added to it. The solvent is removed under vacuum to give a yellow solid (0.49 g, 1.0 mmol). HRMS (FAB) calcd for C15H18N4O+H 271.1559, found 271.1560.

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 588720-29-0, Imidazo[1,5-a]pyridine-7-carboxylic acid.

Reference:
Patent; Rogers, Bruce N.; Piotrowski, David W.; Walker, Daniel Patrick; Jacobsen, Eric Jon; Acker, Brad A.; Wishka, Donn G.; Groppi JR., Vincent E.; US2003/236264; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem