2-((4-amino-3-(3-hydroxypropyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-3-phenyl-4H-chromen-4-one

Base Information

• Chemical Name: 2-((4-amino-3-(3-hydroxypropyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-3-phenyl-4H-chromen-4-one
• CAS No.: 1300584-09-1
• Molecular Formula: C₂₄H₂₁N₅O₃
• Molecular Weight: 427.462
• Mol file: 1300584-09-1.mol

Synonyms:2-((4-amino-3-(3-hydroxypropyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-3-phenyl-4H-chromen-4-one

Chemical Property of 2-((4-amino-3-(3-hydroxypropyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-3-phenyl-4H-chromen-4-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-((4-amino-3-(3-hydroxypropyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-3-phenyl-4H-chromen-4-one

There total 8 articles about 2-((4-amino-3-(3-hydroxypropyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-3-phenyl-4H-chromen-4-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: 42.0%

2-((4-amino-3-(3-hydroxyprop-1-ynyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-3-phenyl-4H-chromen-4-one (1300584-00-2) → 2-((4-amino-3-(3-hydroxypropyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-3-phenyl-4H-chromen-4-one (1300584-09-1)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 48h; under 3677.86 Torr;

Reference yield:

1-bromo-4-methoxy-benzene (104-92-7) → 2-((4-amino-3-(3-hydroxypropyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-3-phenyl-4H-chromen-4-one (1300584-09-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0.5 h / 0 °C

1.2: 0 °C

2.1: sodium acetate / 12 h / Reflux

3.1: ammonium formate / palladium 10% on activated carbon / ethanol / 2 h / Reflux

4.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / 12 h / 80 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 20 °C

5.2: 12 h

6.1: diisopropylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / tetrahydrofuran / 4.5 h / Reflux

7.1: hydrogen / palladium 10% on activated carbon / methanol / 48 h / 3677.86 Torr

With N-Bromosuccinimide; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); hydrogen; ammonium formate; sodium acetate; potassium carbonate; diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; 6.1: Sonogashira Coupling;

Reference yield:

phenylacetic acid (103-82-2) → 2-((4-amino-3-(3-hydroxypropyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-3-phenyl-4H-chromen-4-one (1300584-09-1)

Guidance literature:

Multi-step reaction with 7 steps

1.1: oxalyl dichloride / N,N-dimethyl-formamide / dichloromethane / 0.5 h / 0 °C

1.2: 0 °C

2.1: sodium acetate / 12 h / Reflux

3.1: ammonium formate / palladium 10% on activated carbon / ethanol / 2 h / Reflux

4.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / tetrachloromethane / 12 h / 80 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 20 °C

5.2: 12 h

6.1: diisopropylamine / tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / tetrahydrofuran / 4.5 h / Reflux

7.1: hydrogen / palladium 10% on activated carbon / methanol / 48 h / 3677.86 Torr

With N-Bromosuccinimide; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); hydrogen; ammonium formate; sodium acetate; potassium carbonate; diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium 10% on activated carbon; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; tetrachloromethane; ethanol; dichloromethane; N,N-dimethyl-formamide; 6.1: Sonogashira Coupling;

upstream raw materials:

1-bromo-4-methoxy-benzene

phenylacetic acid

1-(5-bromo-2-hydroxyphenyl)-2-phenylethanone

2-((4-Amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-3-phenyl-4H-chromen-4-one