N-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,2-dimethylpropyl)-2-cyano-3-cyclopropylacrylamide

Base Information

• Chemical Name: N-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,2-dimethylpropyl)-2-cyano-3-cyclopropylacrylamide
• CAS No.: 1414353-80-2
• Molecular Formula: C₂₉H₂₉N₇O₂
• Molecular Weight: 507.595
• Mol file: 1414353-80-2.mol

Synonyms:N-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,2-dimethylpropyl)-2-cyano-3-cyclopropylacrylamide

Chemical Property of N-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,2-dimethylpropyl)-2-cyano-3-cyclopropylacrylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,2-dimethylpropyl)-2-cyano-3-cyclopropylacrylamide

There total 6 articles about N-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,2-dimethylpropyl)-2-cyano-3-cyclopropylacrylamide 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: 38.0%

N-[3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-2,2-dimethylpropyl]-2-cyanoacetamide (1414357-98-4) + Cyclopropanecarboxaldehyde (1489-69-6) → N-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,2-dimethylpropyl)-2-cyano-3-cyclopropylacrylamide (1414353-80-2)

Guidance literature:

With piperidine; In ethanol; at 20 ℃; Reflux;

Reference yield:

3-bromo-2,2-dimethyl-propan-1-ol (40894-00-6) → N-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,2-dimethylpropyl)-2-cyano-3-cyclopropylacrylamide (1414353-80-2)

Guidance literature:

Multi-step reaction with 5 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 12 h / 0 - 25 °C / Inert atmosphere

2: caesium carbonate / 1-methyl-pyrrolidin-2-one / 12 h / 100 °C / Inert atmosphere

3: hydrazine / ethanol / 3 h / 70 °C

4: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 5 h / 25 °C

5: piperidine / ethanol / Reflux

With piperidine; di-isopropyl azodicarboxylate; caesium carbonate; triethylamine; triphenylphosphine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; hydrazine; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; ethanol; N,N-dimethyl-formamide;

Reference yield:

2-(3-bromo-2, 2-dimethylpropyl)-2,3-dihydro-1H-isoindole-1,3-dione (111992-61-1) → N-(3-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-2,2-dimethylpropyl)-2-cyano-3-cyclopropylacrylamide (1414353-80-2)

Guidance literature:

Multi-step reaction with 4 steps

1: caesium carbonate / 1-methyl-pyrrolidin-2-one / 12 h / 100 °C / Inert atmosphere

2: hydrazine / ethanol / 3 h / 70 °C

3: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; triethylamine / N,N-dimethyl-formamide / 5 h / 25 °C

4: piperidine / ethanol / Reflux

With piperidine; caesium carbonate; triethylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; hydrazine; In 1-methyl-pyrrolidin-2-one; ethanol; N,N-dimethyl-formamide;

upstream raw materials:

N-[3-[4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl]-2,2-dimethylpropyl]-2-cyanoacetamide

Cyclopropanecarboxaldehyde

3-bromo-2,2-dimethyl-propan-1-ol

2-(3-bromo-2, 2-dimethylpropyl)-2,3-dihydro-1H-isoindole-1,3-dione