4-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one

Base Information

• Chemical Name: 4-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one
• CAS No.: 1354630-59-3
• Molecular Formula: C₂₁H₁₇F₂N₇O
• Molecular Weight: 421.409
• Mol file: 1354630-59-3.mol

Synonyms:

Chemical Property of 4-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one

There total 10 articles about 4-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-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: 73.0%

→ 4-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one (1354630-59-3)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; Reflux;

Reference yield:

2,6-dichloro-5-fluoro-pyridine-3-carbonitrile (82671-02-1) → 4-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one (1354630-59-3)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sulfuric acid / 1 h / 60 - 65 °C

2.1: zinc; acetic acid / methanol / 24 h / 20 °C / Reflux

3.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 1.5 h / 0 °C

4.1: hydrazine hydrate / ethylene glycol / 4 h / Reflux

5.1: boron trifluoride diethyl etherate; isopentyl nitrite / tetrahydrofuran / 0.5 h / -10 - 0 °C

5.2: 0.5 h / 0 - 20 °C

6.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

7.1: copper(l) cyanide / dimethyl sulfoxide / 2 h / 150 °C

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

8.2: Reflux

8.3: 1 h / 20 °C / pH 10

9.1: potassium tert-butylate / tert-butyl alcohol

With sulfuric acid; boron trifluoride diethyl etherate; potassium tert-butylate; sodium methylate; copper(l) cyanide; caesium carbonate; hydrazine hydrate; acetic acid; triethylamine; trifluoroacetic anhydride; zinc; isopentyl nitrite; In tetrahydrofuran; methanol; dichloromethane; ethylene glycol; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;

Reference yield:

2,6-dichloro-5-fluoropyridine-3-carboxamide (113237-20-0) → 4-amino-2-[5-fluoro-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl]-5,5-dimethyl-5,7-dihydro-6H-pyrrolo[2,3-d]pyrimidin-6-one (1354630-59-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: zinc; acetic acid / methanol / 24 h / 20 °C / Reflux

2.1: triethylamine; trifluoroacetic anhydride / dichloromethane / 1.5 h / 0 °C

3.1: hydrazine hydrate / ethylene glycol / 4 h / Reflux

4.1: boron trifluoride diethyl etherate; isopentyl nitrite / tetrahydrofuran / 0.5 h / -10 - 0 °C

4.2: 0.5 h / 0 - 20 °C

5.1: caesium carbonate / N,N-dimethyl-formamide / 2 h / 20 °C

6.1: copper(l) cyanide / dimethyl sulfoxide / 2 h / 150 °C

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

7.2: Reflux

7.3: 1 h / 20 °C / pH 10

8.1: potassium tert-butylate / tert-butyl alcohol

With boron trifluoride diethyl etherate; potassium tert-butylate; sodium methylate; copper(l) cyanide; caesium carbonate; hydrazine hydrate; acetic acid; triethylamine; trifluoroacetic anhydride; zinc; isopentyl nitrite; In tetrahydrofuran; methanol; dichloromethane; ethylene glycol; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;

upstream raw materials:

2,6-dichloro-5-fluoro-pyridine-3-carbonitrile

2,6-dichloro-5-fluoropyridine-3-carboxamide

2-chloro-5-fluoropyridine-3-carboxamide

2-chloro-5-fluoronicotinonitrile

Downstream raw materials:

C₂₄H₂₀F₅N₇O₂

C₂₄H₂₀F₅N₇O₂