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

Base Information

• Chemical Name: tert-butyl ((1S,2S)-2-((4-((3-(1H-pyrazol-1-yl)phenyl)amino)-5-cyanopyrimidin-2-yl)amino)-3,3-difluorocyclohexyl)carbamate
• CAS No.: 1439909-30-4
• Molecular Formula: C₂₅H₂₈F₂N₈O₂
• Molecular Weight: 510.547
• Mol file: 1439909-30-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 8 articles about tert-butyl ((1S,2S)-2-((4-((3-(1H-pyrazol-1-yl)phenyl)amino)-5-cyanopyrimidin-2-yl)amino)-3,3-difluorocyclohexyl)carbamate 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-chloro-5-cyanopyrimidin-2-ylamino)-3,3-difluorocyclohexylcarbamate (1439908-36-7) + 3-(1H-pyrazol-1-yl)aniline (184097-88-9) → 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)

Guidance literature:

With monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; caesium carbonate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In toluene; at 105 ℃; Inert atmosphere;

Reference yield:

tert-butyl (1S,2S)-2-amino-3,3-difluorocyclohexylcarbamate (1374973-19-9) → 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)

Guidance literature:

Multi-step reaction with 2 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

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

Reference yield:

(1R,6S)-6-amino-2,2-difluorocyclohexanol (1374973-14-4) → 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)

Guidance literature:

Multi-step reaction with 6 steps

1: triethylamine / tetrahydrofuran

2: pyridine / dichloromethane / 0.17 h / Cooling with ice

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

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

5: acetonitrile / 20 °C

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

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

upstream raw materials:

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

3-(1H-pyrazol-1-yl)aniline

di-tert-butyl dicarbonate

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

Downstream raw materials:

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