Methyl 1H-pyrazolo[3,4-b]pyridine-3-carboxylate

Base Information

• Chemical Name: Methyl 1H-pyrazolo[3,4-b]pyridine-3-carboxylate
• CAS No.: 916325-83-2
• Molecular Formula: C8H7N3O2
• Molecular Weight: 177.162
• Hs Code.: 2933990090
• Mol file: 916325-83-2.mol

Synonyms:1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid, methyl ester

Chemical Property of Methyl 1H-pyrazolo[3,4-b]pyridine-3-carboxylate

Chemical Property:

• Boiling Point: 362.9±22.0 °C(Predicted)
• PKA: 7.85±0.40(Predicted)
• PSA: 67.87000
• Density: 1.403±0.06 g/cm3(Predicted)
• LogP: 0.74450
• Storage Temp.: 2-8°C

Purity/Quality:

99%, ^*data from raw suppliers

methyl1H-pyrazolo[3,4-b]pyridine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 1H-pyrazolo[3,4-b]pyridine-3-carboxylate

There total 6 articles about Methyl 1H-pyrazolo[3,4-b]pyridine-3-carboxylate 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: 90.0%

methanol (67-56-1) + 1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid (116855-08-4) → pyrazolo[3,4-b]pyridine-3-carboxylic acid methyl ester (916325-83-2)

Guidance literature:

With sulfuric acid; for 6h; Reflux; Inert atmosphere;

Reference yield: 62.0%

methanol (67-56-1) + carbon monoxide (201230-82-2) + 3-iodo-1H-pyrazolo[3,4-b]pyridine (117007-52-0) → pyrazolo[3,4-b]pyridine-3-carboxylic acid methyl ester (916325-83-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In dichloromethane; at 40 ℃;

Reference yield:

3-acetyl-2-chloropyridine (55676-21-6) → pyrazolo[3,4-b]pyridine-3-carboxylic acid methyl ester (916325-83-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: hydrazine hydrate / ethanol / 12 h / Reflux

2.1: sodium hydroxide / water / 0.17 h / 20 °C

2.2: 80 °C

2.3: pH 2

3.1: sulfuric acid / Reflux

3.2: 0.08 h / 20 °C

With sulfuric acid; hydrazine hydrate; sodium hydroxide; In ethanol; water;

upstream raw materials:

methanol

1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid

3-acetyl-2-chloropyridine

2-chloropyridine

Downstream raw materials:

methyl 5-bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylate

5-bromo-1H-pyrazolo[3,4-b]pyridine-3-carboxylic acid

C₁₅H₁₄O₂N₅Br

C₁₈H₂₀N₇OBr

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