6-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7-(2,2,2-trifluoroethyl)-7,9-dihydro-8H-purin-8-one

Base Information

• Chemical Name: 6-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7-(2,2,2-trifluoroethyl)-7,9-dihydro-8H-purin-8-one
• CAS No.: 1361569-39-2
• Molecular Formula: C₂₀H₁₃F₅N₈O
• Molecular Weight: 476.368
• Mol file: 1361569-39-2.mol

Synonyms:6-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7-(2,2,2-trifluoroethyl)-7,9-dihydro-8H-purin-8-one

Chemical Property of 6-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7-(2,2,2-trifluoroethyl)-7,9-dihydro-8H-purin-8-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7-(2,2,2-trifluoroethyl)-7,9-dihydro-8H-purin-8-one

There total 16 articles about 6-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7-(2,2,2-trifluoroethyl)-7,9-dihydro-8H-purin-8-one 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: 36.0%

methyl {4,6-diamino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-5-yl}(2,2,2-trifluoroethyl)carbamate (1350653-22-3) → 6-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7-(2,2,2-trifluoroethyl)-7,9-dihydro-8H-purin-8-one (1361569-39-2)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 - 20 ℃; for 18h; Inert atmosphere;

Reference yield:

ethyl 5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboxylate (1361232-72-5) → 6-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7-(2,2,2-trifluoroethyl)-7,9-dihydro-8H-purin-8-one (1361569-39-2)

Guidance literature:

Multi-step reaction with 8 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: hydrogenchloride; sodium nitrite / water / 0.25 h / 0 - 5 °C

4.2: 2 h / 0 °C

4.3: 4 h / 85 - 100 °C

5.1: palladium 10% on activated carbon; hydrogen / N,N-dimethyl-formamide

6.1: pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

7.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 °C

7.2: 48 h / 20 °C

8.1: sodium hexamethyldisilazane / tetrahydrofuran / 18 h / 0 - 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; palladium 10% on activated carbon; ammonia; hydrogen; sodium methylate; sodium hexamethyldisilazane; sodium hydride; trifluoroacetic anhydride; sodium nitrite; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;

Reference yield:

5-fluoro-1-(2-fluorobenzyl)-3-iodo-1H-pyrazolo[3,4-b]pyridine (1350653-24-5) → 6-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7-(2,2,2-trifluoroethyl)-7,9-dihydro-8H-purin-8-one (1361569-39-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: dimethyl sulfoxide / 2 h / 150 °C

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

2.2: Reflux

3.1: hydrogenchloride; sodium nitrite / water / 0.25 h / 0 - 5 °C

3.2: 2 h / 0 °C

3.3: 4 h / 85 - 100 °C

4.1: palladium 10% on activated carbon; hydrogen / N,N-dimethyl-formamide

5.1: pyridine / dichloromethane / 1 h / 0 °C / Inert atmosphere

6.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / 0 °C

6.2: 48 h / 20 °C

7.1: sodium hexamethyldisilazane / tetrahydrofuran / 18 h / 0 - 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; palladium 10% on activated carbon; hydrogen; sodium methylate; sodium hexamethyldisilazane; sodium hydride; sodium nitrite; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

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

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

Downstream raw materials:

2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-7-(2,2,2-trifluoro ethyl)-7,9-dihydro-8H-purin-8-one

2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-6-iodo-7-(2,2,2-trifluoro ethyl)-7,9-dihydro-8H-purin-8-one