1H-Pyrazolo[3,4-b]pyridine-3-acetic acid

Base Information

• Chemical Name: 1H-Pyrazolo[3,4-b]pyridine-3-acetic acid
• CAS No.: 1155847-27-0
• Molecular Formula: C₈H₇N₃O₂
• Molecular Weight: 177.162
• Hs Code.: 2933990090
• Mol file: 1155847-27-0.mol

Synonyms:1H-Pyrazolo[3,4-b]pyridine-3-acetic acid;2-(1H-Pyrazolo[3,4-b]pyridin-3-yl)acetic acid;(1H-Pyrazolo[3,4-b]pyridin-3-yl)-acetic acid

Chemical Property of 1H-Pyrazolo[3,4-b]pyridine-3-acetic acid

Chemical Property:

• Boiling Point: 413.9±47.0 °C(Predicted)
• PKA: 2.43±0.10(Predicted)
• PSA: 78.87000
• Density: 1.56±0.1 g/cm3(Predicted)
• LogP: 0.58500

Purity/Quality:

97% ^*data from raw suppliers

1H-Pyrazolo[3,4-b]pyridine-3-acetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1H-Pyrazolo[3,4-b]pyridine-3-acetic acid can act as intermediate used in the synthesis of certain aryloxy-, cycloalkyloxy-, and heterocyclyloxy- pyridines and pyrimidines that are potent HIV reverse transcriptase inhibitors useful in the treatment of H IV infection and AIDS. Intermediate used in the synthesis of certain aryloxy-, cycloalkyloxy-, and heterocyclyloxy- pyridines and pyrimidines that are potent HIV reverse transcriptase inhibitors useful in the treatment of HIV infection and AIDS.

Technology Process of 1H-Pyrazolo[3,4-b]pyridine-3-acetic acid

There total 5 articles about 1H-Pyrazolo[3,4-b]pyridine-3-acetic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 61.0%

C19H28N4O3Si → 2-(1H-pyrazolo[3,4-b]pyridin-3-yl)acetic acid (1155847-27-0)

Guidance literature:

With hydrogenchloride; In water; for 16h; Reflux;

DOI:10.1021/ml500414n

Reference yield:

tert-butyl 3-(cyanomethyl)-1H-pyrazolo[3,4-b]pyridin-1-carboxylate (1155847-26-9) → 2-(1H-pyrazolo[3,4-b]pyridin-3-yl)acetic acid (1155847-27-0)

Guidance literature:

With hydrogenchloride; water; at 100 ℃; for 0.5h;

Reference yield:

3-methyl-1H-pyrazolo[3,4b]pyridine (116834-96-9) → 2-(1H-pyrazolo[3,4-b]pyridin-3-yl)acetic acid (1155847-27-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: dmap; triethylamine / dichloromethane / 12 h / 20 °C / Cooling with ice

2.1: N-Bromosuccinimide / 0.25 h / 75 °C

2.2: 20 - 80 °C

3.1: potassium carbonate / acetonitrile / 9 h / 60 °C

4.1: water; hydrogenchloride / 0.5 h / 100 °C

With hydrogenchloride; dmap; N-Bromosuccinimide; water; potassium carbonate; triethylamine; In dichloromethane; acetonitrile;

upstream raw materials:

tert-butyl 3-(cyanomethyl)-1H-pyrazolo[3,4-b]pyridin-1-carboxylate

3-methyl-1H-pyrazolo[3,4b]pyridine

tert-butyl 3-methyl-1H-pyrazolo[3,4-b]pyridine-1-carboxylate

3-bromomethylpyrazolo[3,4-b]pyridine-1-carboxylic acid tert-butyl ester

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