1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 1-(1,1-dimethylethyl)-3-(4-fluorophenyl)-

Base Information

• Chemical Name: 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 1-(1,1-dimethylethyl)-3-(4-fluorophenyl)-
• CAS No.: 338391-69-8
• Molecular Formula: C15H16FN5
• Molecular Weight: 285.324
• Mol file: 338391-69-8.mol

Synonyms:1-tert-butyl-3-(4-fluoro-phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine;

Chemical Property of 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 1-(1,1-dimethylethyl)-3-(4-fluorophenyl)-

Chemical Property:

• Melting Point: 189 - 190 °C
• PSA: 69.62000
• LogP: 3.55080

Purity/Quality:

97% ^*data from raw suppliers

1-(tert-Butyl)-3-(4-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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Technology Process of 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 1-(1,1-dimethylethyl)-3-(4-fluorophenyl)-

There total 8 articles about 1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 1-(1,1-dimethylethyl)-3-(4-fluorophenyl)- 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: 81.1%

5-amino-1-tert-butyl-3-(4-fluoro-phenyl)-1H-pyrazole-4-carbonitrile (320422-34-2) + formamide (77287-34-4,77287-35-5,60100-09-6) → 1-tert-butyl-3-(4-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (338391-69-8)

Guidance literature:

at 180 ℃; for 3h;

Reference yield: 57.0%

3-bromo-1-(tert-butyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (862728-61-8) + 4-fluoroboronic acid (1765-93-1) → 1-tert-butyl-3-(4-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (338391-69-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; Reflux; Inert atmosphere;

DOI:10.1039/c6md00675b

Reference yield:

5-amino-1-(tert-butyl)-1H-pyrazole-4-carbonitrile (158001-28-6) → 1-tert-butyl-3-(4-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (338391-69-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 12 h / 150 °C

2: bromine / water / 0 °C / Reflux

3: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / water; tetrahydrofuran / Reflux; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; bromine; potassium carbonate; In tetrahydrofuran; water; 3: |Suzuki-Miyaura Coupling;

DOI:10.1039/c6md00675b

upstream raw materials:

5-amino-1-tert-butyl-3-(4-fluoro-phenyl)-1H-pyrazole-4-carbonitrile

formamide

3-bromo-1-(tert-butyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

4-fluoroboronic acid

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