2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-4,5-diamine

Base Information

• Chemical Name: 2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-4,5-diamine
• CAS No.: 1361570-68-4
• Molecular Formula: C₁₇H₁₃F₂N₇
• Molecular Weight: 353.334
• Mol file: 1361570-68-4.mol

Synonyms:2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-4,5-diamine

Chemical Property of 2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-4,5-diamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-4,5-diamine

There total 15 articles about 2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-4,5-diamine 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: 71.0%

2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5-nitropyrimidin-4-amine (1361570-67-3) → 2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-4,5-diamine (1361570-68-4)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; at 20 ℃;

Reference yield:

ethyl 5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylate (1361232-72-5) → 2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-4,5-diamine (1361570-68-4)

Guidance literature:

Multi-step reaction with 7 steps

1.1: ammonia / methanol

2.1: pyridine; trifluoroacetic anhydride / tetrahydrofuran / 20 °C

3.1: sodium methylate / methanol / 2 h / 20 °C

3.2: Reflux

4.1: para-xylene / 5 h / Reflux

5.1: trichlorophosphate / sulfolane / 1 h / 120 °C

6.1: ammonia / N,N-dimethyl-formamide; isopropyl alcohol / 1.5 h / 60 °C

7.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C

With pyridine; palladium 10% on activated carbon; ammonia; hydrogen; sodium methylate; trifluoroacetic anhydride; trichlorophosphate; In tetrahydrofuran; sulfolane; methanol; ethanol; para-xylene; N,N-dimethyl-formamide; isopropyl alcohol;

Reference yield:

5-fluoro-1-(2-fluorobenzyl)-3-iodo-1H-pyrazolo[3,4-b]pyridine (1350653-24-5) → 2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidine-4,5-diamine (1361570-68-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: dimethyl sulfoxide / 2 h / 150 °C

2.1: sodium methylate / methanol / 2 h / 20 °C

2.2: Reflux

3.1: para-xylene / 5 h / Reflux

4.1: trichlorophosphate / sulfolane / 1 h / 120 °C

5.1: ammonia / N,N-dimethyl-formamide; isopropyl alcohol / 1.5 h / 60 °C

6.1: palladium 10% on activated carbon; hydrogen / ethanol / 20 °C

With palladium 10% on activated carbon; ammonia; hydrogen; sodium methylate; trichlorophosphate; In sulfolane; methanol; ethanol; para-xylene; dimethyl sulfoxide; N,N-dimethyl-formamide; isopropyl alcohol;

upstream raw materials:

2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5-nitropyrimidin-4-amine

5-fluoro-1-(2-fluorobenzyl)-3-iodo-1H-pyrazolo[3,4-b]pyridine

ethyl 5-amino-1-(2-fluorobenzyl)-1H-pyrazole-3-carboxylate

ethyl 5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylate