3-((3-aminophenyl)ethynyl)-1-isopropyl-1H-pyrazolo[3,4-d]-pyrimidin-4-amine

Base Information

• Chemical Name: 3-((3-aminophenyl)ethynyl)-1-isopropyl-1H-pyrazolo[3,4-d]-pyrimidin-4-amine
• CAS No.: 1378287-83-2
• Molecular Formula: C₁₆H₁₆N₆
• Molecular Weight: 292.343
• Mol file: 1378287-83-2.mol

Synonyms:3-((3-aminophenyl)ethynyl)-1-isopropyl-1H-pyrazolo[3,4-d]-pyrimidin-4-amine

Chemical Property of 3-((3-aminophenyl)ethynyl)-1-isopropyl-1H-pyrazolo[3,4-d]-pyrimidin-4-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of 3-((3-aminophenyl)ethynyl)-1-isopropyl-1H-pyrazolo[3,4-d]-pyrimidin-4-amine

There total 2 articles about 3-((3-aminophenyl)ethynyl)-1-isopropyl-1H-pyrazolo[3,4-d]-pyrimidin-4-amine 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: 90.0%

3-iodo-1-(propan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (862730-04-9) + 3-acetylenephenylamine (54060-30-9) → 3-((3-aminophenyl)ethynyl)-1-isopropyl-1H-pyrazolo[3,4-d]-pyrimidin-4-amine (1378287-83-2)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 120 ℃; for 0.25h; Microwave irradiation;

DOI:10.1021/jm3003944

Reference yield:

4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine (151266-23-8) → 3-((3-aminophenyl)ethynyl)-1-isopropyl-1H-pyrazolo[3,4-d]-pyrimidin-4-amine (1378287-83-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 0.08 h / 200 °C / Microwave irradiation

2: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / tetrahydrofuran / 0.25 h / 120 °C / Microwave irradiation

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm3003944

Reference yield: 49.0%

3-((3-aminophenyl)ethynyl)-1-isopropyl-1H-pyrazolo[3,4-d]-pyrimidin-4-amine (1378287-83-2) + 2-trifluoromethylbenzoyl chloride (312-94-7) → N-(3-((4-amino-1-isopropyl-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-ethynyl)phenyl)-3-(trifluoromethyl)benzamide

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.5b01125

upstream raw materials:

3-iodo-1-(propan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

3-acetylenephenylamine

4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine