1H-Pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

Base Information

• Chemical Name: 1H-Pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester
• CAS No.: 1256824-48-2
• Molecular Formula: C9H9N3O2
• Molecular Weight: 191.19
• Hs Code.: 2933990090
• Mol file: 1256824-48-2.mol

Synonyms:1H-Pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester;Ethyl 1H-pyrazolo[3,4-b]pyridine-5-carboxylate

Chemical Property of 1H-Pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

Chemical Property:

• Boiling Point: 345.3±22.0 °C(Predicted)
• PKA: 8.72±0.40(Predicted)
• PSA: 67.87000
• Density: 1.339±0.06 g/cm3(Predicted)
• LogP: 1.13460

Purity/Quality:

97% ^*data from raw suppliers

ethyl1H-pyrazolo[3,4-b]pyridine-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

There total 3 articles about 1H-Pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester 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:

4-Hydroxy-1-[(4-methoxyphenyl)methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester (227617-15-4) → C9H9N3O2 (1256824-48-2)

Guidance literature:

Multi-step reaction with 3 steps

1: trichlorophosphate / 3 h / 60 °C

2: triethylamine; 10 wt% Pd(OH)2 on carbon; hydrogen / tetrahydrofuran / 3 h / 25 °C

3: trifluoroacetic acid / 4 h / 80 °C

With 10 wt% Pd(OH)2 on carbon; hydrogen; triethylamine; trifluoroacetic acid; trichlorophosphate; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2013.08.074

Reference yield:

ethyl 4-chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate (227617-16-5) → C9H9N3O2 (1256824-48-2)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; 10 wt% Pd(OH)2 on carbon; hydrogen / tetrahydrofuran / 3 h / 25 °C

2: trifluoroacetic acid / 4 h / 80 °C

With 10 wt% Pd(OH)2 on carbon; hydrogen; triethylamine; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2013.08.074

Reference yield:

ethyl 1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b] pyridine-5-carboxylate (1086423-59-7) → C9H9N3O2 (1256824-48-2)

Guidance literature:

With trifluoroacetic acid; at 80 ℃; for 4h;

DOI:10.1016/j.bmcl.2013.08.074

upstream raw materials:

4-Hydroxy-1-[(4-methoxyphenyl)methyl]-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester

ethyl 4-chloro-1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b]pyridine-5-carboxylate

ethyl 1-(4-methoxybenzyl)-1H-pyrazolo[3,4-b] pyridine-5-carboxylate

Downstream raw materials:

C₂₀H₂₀N₆O₃S

C₂₀H₂₃N₅O₄S

1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid 4-(4-hydroxypiperidine-1-sulfonyl)benzylamide

C₁₉H₂₂N₆O₃S

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