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

Base Information

• Chemical Name: 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
• CAS No.: 1361570-05-9
• Molecular Formula: C₂₀H₁₂F₅N₇O
• Molecular Weight: 461.354
• Mol file: 1361570-05-9.mol

Synonyms:

Chemical Property of 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

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]-7-(2,2,2-trifluoro ethyl)-7,9-dihydro-8H-purin-8-one

There total 17 articles about 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 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:

ethyl 5-amino-1-(2-fluorobenzyl)-1H-pyrazole-3-carboxylate (256504-39-9) → 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 (1361570-05-9)

Guidance literature:

Multi-step reaction with 11 steps

1.1: trifluoroacetic acid / 1,4-dioxane / 72 h / 20 °C / Reflux

2.1: ammonia / methanol

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

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

4.2: Reflux

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

5.2: 2 h / 0 °C

5.3: 4 h / 85 - 100 °C

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

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

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

8.2: 48 h / 20 °C

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

10.1: isopentyl nitrite; diiodomethane / 16 h / 85 °C

11.1: palladium 10% on activated carbon; hydrogen / N,N-dimethyl-formamide / Inert atmosphere

With pyridine; hydrogenchloride; diiodomethane; palladium 10% on activated carbon; ammonia; hydrogen; sodium methylate; sodium hexamethyldisilazane; sodium hydride; trifluoroacetic acid; trifluoroacetic anhydride; sodium nitrite; isopentyl nitrite; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;

Reference yield:

5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carboximidamide acetic acid (1350653-28-9) → 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 (1361570-05-9)

Guidance literature:

Multi-step reaction with 7 steps

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

1.2: 2 h / 0 °C

1.3: 4 h / 85 - 100 °C

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

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

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

4.2: 48 h / 20 °C

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

6.1: isopentyl nitrite; diiodomethane / 16 h / 85 °C

7.1: palladium 10% on activated carbon; hydrogen / N,N-dimethyl-formamide / Inert atmosphere

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

Reference yield:

5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine-3-carbonitrile (1350653-26-7) → 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 (1361570-05-9)

Guidance literature:

Multi-step reaction with 8 steps

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

1.2: Reflux

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

2.2: 2 h / 0 °C

2.3: 4 h / 85 - 100 °C

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

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

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

5.2: 48 h / 20 °C

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

7.1: isopentyl nitrite; diiodomethane / 16 h / 85 °C

8.1: palladium 10% on activated carbon; hydrogen / N,N-dimethyl-formamide / Inert atmosphere

With pyridine; hydrogenchloride; diiodomethane; palladium 10% on activated carbon; hydrogen; sodium methylate; sodium hexamethyldisilazane; sodium hydride; sodium nitrite; isopentyl nitrite; In tetrahydrofuran; methanol; dichloromethane; water; 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