Introduction of a new synthetic route about 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid

Statistics shows that 116855-08-4 is playing an increasingly important role. we look forward to future research findings about 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid.

Application of 116855-08-4, 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.116855-08-4, name is 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid, molecular formula is C7H5N3O2, molecular weight is 163.13, as common compound, the synthetic route is as follows.

To a solution of 1H-pyrazole[3,4-b]pyridine-3-carboxylic acid (XV) (0.39 g, 2.4 mmol) in dry MeOH (10 mL) was added concentrated H2SO4 (4 drops) and refluxed for 6 h under nitrogen. The solution was cooled and the solvent was evaporated under vacuum. The residue was partitioned between DCM and saturated aqueous NaHCO3 solution. The organic layer was separated, dried over MgSO4, filtered and concentrated under reduced pressure. The crude product was purified on a flash silica gel column (100% DCM?3:97 MeOH:DCM) to produce methyl 1H-pyrazolo[3,4-b]pyridine-3-carboxylate (XVI) as a white solid (382 mg, 2.16 mmol, 90% yield). 1H NMR (CDCl3) delta ppm 4.08 (s, 3H), 7.38 (m, 1H), 8.63 (dd, J=8.10 Hz, J=1.51 Hz, 1H), 8.72 (dd, J=4.62 Hz, J=1.41 Hz, 1H); ESIMS found for C8H7N3O2 m/z 178.2 (M+H)

Statistics shows that 116855-08-4 is playing an increasingly important role. we look forward to future research findings about 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid.

Reference:
Patent; Samumed, LLC; Hood, John; Kumar KC, Sunil; Wallace, David Mark; US2013/296302; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 116855-08-4 ,Some common heterocyclic compound, 116855-08-4, molecular formula is C7H5N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

10330] To a mixture of D-4-01-1 (30 mg, 0.18 mmol)DCM (3 mE) was added oxalyl dichloride (2 mE). The reaction mixture was stirred at r.t. for 3 h. The solution was concentrated and the residue was dissolved in DCM (3 mE). TEA (37 mg, 0.37 mmol) and (R)-2-amino-3-(3-chlorophe- nyl)propanoic acid (36 mg, 0.18 mmol) was then added and the solution was stirred at r.t. overnight. The resultant was concentrated to give D-4-01-5-1 (20 mg, 32%), which was used directly for the next step.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. Hoffmann-La Roche AG; Savira pharmaceuticals GmbH; European Molecular Biology Laboratory; Schulz-Gasch, Tanja; Weikert, Robert; Neidhart, Werner; Buschmann, Helmut; Szolar, Oliver; Wolkerstorfer, Andrea; Handler, Norbert; Roch, Franz-Ferdinand; Cusack, Stephen; (69 pag.)US2016/2227; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 116855-08-4

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Electric Literature of 116855-08-4 ,Some common heterocyclic compound, 116855-08-4, molecular formula is C7H5N3O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Step 5: 1H-Pyrazolo[3,4b]pyridine-3-carboxylic Acid Methyl Ester The mixture of solids from the preceding step 4 (95 g) was suspended in methanol (500 mL) and sulfuric acid (5 mL) was added carefully. The reaction mixture was then heated to reflux for 6-8 h, and the reaction was monitored using TLC. After completion of the reaction, inorganic solids were filtered off from the reaction mixture and the solid cake was washed with hot methanol. The main filtrate and the washings were combined, then methanol was distilled off under reduced pressure on the rotary evaporator. The resulting solids were suspended in 5% sodium bicarbonate solution (300 mL) and stirred for 5 min. at room temperature. The white solids were filtered off and dried in an oven at 90-95 C. to constant weight (8.07 g, 42% based on 3-methyl-1H-pyrazolo[3,4b]pyridine), mp 201-203 C. 1H NMR: (CDCl3) 14.4 (brs, 1H), 8.74 (dd, J=4.6 and 1.5 Hz, 1H), 8.64 (dd, J=8.1 and 1.5 Hz, 1H), 7.39 (dd J=8.1 and 4.6 Hz, 1H), 4.10 (s, 3H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Georg, Gunda I.; Tash, Joseph S.; Chakrasali, Ramappa; Jakkaraj, Sudhakar Rao; US2006/47126; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1H-Pyrazolo[3,4-b]pyridine-3-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 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid.

Related Products of 116855-08-4, 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 116855-08-4, name is 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Step 5 To a solution of 1H-pyrazole[3,4-b]pyridine-3-carboxylic acid (XIII) (0.39 g, 2.4 mmol) in dry MeOH (10 mL) was added concentrated H2SO4 (4 drops) and refluxed for 6 h under nitrogen. The solution was cooled and the solvent was evaporated under vacuum. The residue was partitioned between DCM and saturated aqueous NaHCO3 solution. The organic layer was separated, dried over MgSO4, filtered and concentrated under reduced pressure. The crude product was purified on a flash silica gel column (100% DCM?3:97 MeOH:DCM) to produce methyl 1H-pyrazolo[3,4-b]pyridine-3-carboxylate (XIV) as a white solid (382 mg, 2.16 mmol, 90% yield). 1H NMR (CDCl3) delta ppm 4.08 (s, 3H), 7.38 (m, 1H), 8.63 (dd, J=8.10 Hz, J=1.51 Hz, 1H), 8.72 (dd, J=4.62 Hz, J=1.41 Hz, 1H); ESIMS found for C8H7N3O2 m/z 178.2 (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 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Wallace, David Mark; Cao, Jianguo; Chiruta, Chandramouli; Hood, John; (264 pag.)US2016/68550; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1H-Pyrazolo[3,4-b]pyridine-3-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 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid.

Related Products of 116855-08-4, 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 116855-08-4, name is 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Step 5 To a solution of 1H-pyrazole[3,4-b]pyridine-3-carboxylic acid (XIII) (0.39 g, 2.4 mmol) in dry MeOH (10 mL) was added concentrated H2SO4 (4 drops) and refluxed for 6 h under nitrogen. The solution was cooled and the solvent was evaporated under vacuum. The residue was partitioned between DCM and saturated aqueous NaHCO3 solution. The organic layer was separated, dried over MgSO4, filtered and concentrated under reduced pressure. The crude product was purified on a flash silica gel column (100% DCM?3:97 MeOH:DCM) to produce methyl 1H-pyrazolo[3,4-b]pyridine-3-carboxylate (XIV) as a white solid (382 mg, 2.16 mmol, 90% yield). 1H NMR (CDCl3) delta ppm 4.08 (s, 3H), 7.38 (m, 1H), 8.63 (dd, J=8.10 Hz, J=1.51 Hz, 1H), 8.72 (dd, J=4.62 Hz, J=1.41 Hz, 1H); ESIMS found for C8H7N3O2 m/z 178.2 (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 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Wallace, David Mark; Cao, Jianguo; Chiruta, Chandramouli; Hood, John; (264 pag.)US2016/68550; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid

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, 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid.

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. 116855-08-4, name is 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid. A new synthetic method of this compound is introduced below., Computed Properties of C7H5N3O2

1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid (prepared according to the procedure in the literature; Lynch, B. M. et al, Can. J. Chem. 1988, 66, 420-428; 2 g, 9 mmol) was suspended in ethanol (60 mL) and purged with HCl gas for 5 min. The resultant mixture was stirred at room temperature overnight. The reaction mixture was concentrated, diluted with water, neutralized with 2M Na2CO3 solution, and extracted with ethyl acetate(3×20 mL). The combined organic layers were concentrated and the residue was purified by chromatography using 40-60% ethyl acetate/hexane as eluent to give ethyl 1H-pyrazolo[3,4-b]pyridine-3-carboxylate as light brown solid (904 mg, 40%). LC-MS; 228, [M+H]+.

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, 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid.

Reference:
Patent; Pfizer Inc.; US2011/28447; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 116855-08-4

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,116855-08-4, its application will become more common.

Reference of 116855-08-4, 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 116855-08-4 as follows.

Step 5: lH-Pyrazolor3,4blpyridine-3-carboxylic Acid Methyl Ester The mixture of solids from the preceding step 4 (95 g) was suspended in methanol (500 mL) and sulfuric acid (5 mL) was added carefully. The reaction mixture was then heated to reflux for 6-8 h, and the reaction was monitored using TLC. After completion of the reaction, inorganic solids were filtered off from the reaction mixture and the solid cake was washed with hot methanol. The main filtrate and the washings were combined, then methanol was distilled off under reduced pressure on the rotary evaporator. The resulting solids were suspended in 5% sodium bicarbonate solution (300 mL) and stirred for 5 min. at room temperature. The white solids were filtered off and dried in an oven at 90-95 0C to constant weight (8.07 g, 42% based on 3-methyl-lH-pyrazolo[3,4b]pyridine), mp 201-203 0C. 1H NMR: (CDCl3) 14.4 (brs, 1 H), 8.74 (dd, J = 4.6 and 1.5 Hz, 1 H), 8.64 (dd, J = 8.1 and 1.5 Hz, 1 H), 7.39 (dd J = 8.1 and 4.6 Hz, 1 H), 4.10 (s, 3 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,116855-08-4, its application will become more common.

Reference:
Patent; UNIVERSITY OF KANSAS; GEORGE, Ingrid, Gunda; TASH, Joseph, S.; CHAKRSALI, Ramappa; JAKKARAJ, Sudhakar, R.; CALVET, James, P.; WO2011/5759; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid

Statistics shows that 116855-08-4 is playing an increasingly important role. we look forward to future research findings about 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid.

Application of 116855-08-4, 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.116855-08-4, name is 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid, molecular formula is C7H5N3O2, molecular weight is 163.13, as common compound, the synthetic route is as follows.

Step 5[00179] To a solution of lH-pyrazole[3,4-£]pyridine-3-carboxylic acid (V) (0.39 g, 2.4 mmol) in dry MeOH (10 mL) was added concentrated H2S04 (4 drops) and refluxed for 6 h under nitrogen. The solution was cooled and the solvent was evaporated under vacuum. The residue was partitioned between DCM and saturated NaHC03 solution. The organic layer was separated, dried over MgS04, filtered and concentrated under reduced pressure. The crude product was purified on a flash silica gel column (100% DCM?100:3 DCM:MeOH) to produce methyl lH-pyrazolo[3,4-6]pyridine-3- carboxylate (VI) as a white solid (382 mg, 2.16 mmol, 90% yield). 1H NMR (CDC13) delta ppm 4.08 (s, 3 H), 7.38 (m, 1 H), 8.63 (dd, J=8.10, 1.51 Hz, 1 H), 8.72 (dd, J=4.62, 1.41 Hz, 1 H); ESIMS found for C8H7N302 mlz 178.2 (M+H).

Statistics shows that 116855-08-4 is playing an increasingly important role. we look forward to future research findings about 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid.

Reference:
Patent; EPITHERIX, LLC; HOOD, John; KC, Sunil Kumar; WALLACE, David Mark; WO2011/84486; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem