4-((3-(1H-pyrazol-1-yl)phenyl)amino)-2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)pyrimidin-5-carboxamide

Base Information

• Chemical Name: 4-((3-(1H-pyrazol-1-yl)phenyl)amino)-2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)pyrimidin-5-carboxamide
• CAS No.: 1439905-90-4
• Molecular Formula: C₂₀H₂₂F₂N₈O
• Molecular Weight: 428.444
• Mol file: 1439905-90-4.mol

Synonyms:4-((3-(1H-pyrazol-1-yl)phenyl)amino)-2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)pyrimidin-5-carboxamide

Chemical Property of 4-((3-(1H-pyrazol-1-yl)phenyl)amino)-2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)pyrimidin-5-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-((3-(1H-pyrazol-1-yl)phenyl)amino)-2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)pyrimidin-5-carboxamide

There total 8 articles about 4-((3-(1H-pyrazol-1-yl)phenyl)amino)-2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)pyrimidin-5-carboxamide 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:

tert-butyl ((1S,2S)-2-((4-((3-(1H-pyrazol-1-yl)phenyl)amino)-5-cyanopyrimidin-2-yl)amino)-3,3-difluorocyclohexyl)carbamate (1439909-30-4) → 4-((3-(1H-pyrazol-1-yl)phenyl)amino)-2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)pyrimidin-5-carboxamide (1439905-90-4)

Guidance literature:

With sulfuric acid; trifluoroacetic acid; at 80 ℃; for 1h;

Reference yield:

tert-butyl (1S,2S)-2-amino-3,3-difluorocyclohexylcarbamate (1374973-19-9) → 4-((3-(1H-pyrazol-1-yl)phenyl)amino)-2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)pyrimidin-5-carboxamide (1439905-90-4)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / 1-methyl-pyrrolidin-2-one / 0.33 h / 100 °C

2: caesium carbonate; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / toluene / 105 °C / Inert atmosphere

3: sulfuric acid; trifluoroacetic acid / 1 h / 80 °C

With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; sulfuric acid; caesium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; toluene;

Reference yield:

(1R,6S)-6-(tert-butoxycarbonylamino)-2,2-difluorocyclohexyl trifluoromethanesulfonate (1374973-16-6) → 4-((3-(1H-pyrazol-1-yl)phenyl)amino)-2-(((1S,6S)-6-amino-2,2-difluorocyclohexyl)amino)pyrimidin-5-carboxamide (1439905-90-4)

Guidance literature:

Multi-step reaction with 5 steps

1: sodium azide / 1-methyl-pyrrolidin-2-one / 3 h / 100 °C

2: palladium 10% on activated carbon; hydrogen / ethyl acetate

3: acetonitrile / 20 °C

4: caesium carbonate; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾ / toluene / 105 °C / Inert atmosphere

5: sulfuric acid; trifluoroacetic acid / 1 h / 80 °C

With sodium azide; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; sulfuric acid; palladium 10% on activated carbon; hydrogen; caesium carbonate; trifluoroacetic acid; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1-methyl-pyrrolidin-2-one; ethyl acetate; toluene; acetonitrile;

upstream raw materials:

tert-butyl (1S,2S)-2-(4-chloro-5-cyanopyrimidin-2-ylamino)-3,3-difluorocyclohexylcarbamate

tert-butyl ((1S,2S)-2-((4-((3-(1H-pyrazol-1-yl)phenyl)amino)-5-cyanopyrimidin-2-yl)amino)-3,3-difluorocyclohexyl)carbamate

(1R,6S)-6-amino-2,2-difluorocyclohexanol

tert-butyl (1S,2R)-3,3-difluoro-2-hydroxycyclohexylcarbamate